**4.7 Synthesis of 4-benzyloxy methyl-1-4-bromobenzyl-1H-1,2,3-triazole**

1-Bromo-4-(bromomethyl) benzene 0.249 g (1.0 mmol), sodium azide 0.091 g (1.4 mmol) and 1-bromo-4-((prop-2-ynyloxy)methyl)benzene 0.247 g (1.1 mmol) were suspended in polyethylene glycol-400 (5 mL). To this reaction mixture in copper iodide (10 mol%) was added and the reaction mixture was stirred for 10–45 min at 25–35°C. After completion of the reaction (monitored by TLC), the product was extracted with EtOAc and the organic extract was dried. The crude product was recrystallized from ethanol to yield the desired product.

Yield: 89%, MF/FWt: C17H16BrN3O/357.05, MP: 160–162°C.

IR (cm<sup>−</sup><sup>1</sup> ): 2945, 1640, 1588, 1435, 1262, 1222, 867.

1 H NMR (300 MHz, CDCl3, δ ppm): 7.49–7.51 (d,2H), 7.19–7.21 (d,2H),7.30–7.32 (d,3H), 7.44–7.46 (d,2H),7.66 (s,1H, triazole), 5.47 (s,2H), 4.53 (s,2H), 4.64 (s,2H).

**4.8 Synthesis of 1-(4-bromobenzyl)-4-(bromomethyl)-1H-1,2,3-triazole**

1-Bromo-4-(bromomethyl) benzene 0.249 g (1.0 mmol), sodium azide 0.091 g (1.4 mmol) were suspended in polyethylene glycol-400 (5 mL). The reaction mixture was stirred for 1 h at 40–45°C. Then add propargyl bromide 0.112 g (1.1 mmol), to this reaction mixture in copper iodide (10 mol%) was added and again reaction mixture was stirred for 20 min at 35°C. After completion of the reaction (monitored by TLC), the product was extracted with EtOAc and the organic extract was dried. The crude product was recrystallized from ethanol to yield the desired product.

Yield: 85%, MF/FWt: C10H9Br2N/328.92, MP: 150–152°C.

IR (cm<sup>−</sup><sup>1</sup> ): 2980, 1653, 1568, 1465, 1210, 1222, 889.

1 H NMR (300 MHz, CDCl3, δ ppm): 7.14–7.16 (d,2H), 7.03–7.05 (d,2H),7.73 (s,1H, triazole), 5.50 (s,2H), 4.48 (s,2H).

#### **4.9 Synthesis of 4-(4-pheny l-1H-1,2,3-treiazol-1yl) methyl)benzonitrile**

4-(Bromomethyl) benzonitrile 0.196 g (1.0 mmol), sodium azide 0.091 g (1.4 mmol) and phenyl acetelyne 0.112 g (1.1 mmol) were suspended in polyethylene glycol-400 (5 mL). To this reaction mixture in copper iodide (10 mol%) was added and the reaction mixture was stirred for 10 min at 25°C. After completion of the reaction (monitored by TLC), the product was extracted with EtOAc and the organic extract was dried. The crude product was recrystallized from ethanol to yield the desired product.

Yield: 7 8%, MF/FWt: C16H12N4/260.11, MP: 130–132°C.

IR (cm<sup>−</sup><sup>1</sup> ): 3088, 2921, 2850, 1607, 1488, 1026.

1 H NMR (300 MHz, CDCl3, δ ppm): 7.66–7.68 (d,2H), 7.34–7.36 (t,2H), 7.38–7.43 (t,2H), 7.79–7.81 (d,2H), 7,26–7.32 (t,1H), 7.73 (s,1H, triazole), 5.64 (s,2H); MS: m/e 260 (M+1).

**63**

IR (cm<sup>−</sup><sup>1</sup>

**5. Conclusions**

1

*PEG-Mediated Green One Pot Synthesis by Using Click Chemistry*

**4.10 Synthesis of 1-(4-isocyanobenzy l)-4-p-tolyl-1H-1,2,3-triazole**

4-(Bromomethyl) benzonitrile 0.196 g (1.0 mmol), sodium azide 0.091 g (1.4 mmol) and 1-ethynyl-4-methylbenzene 0.127 g (1.1 mmol) were suspended in polyethylene glycol-400 (5 mL). To this reaction mixture in copper iodide

(10 mol%) was added and the reaction mixture was stirred for 15 min at 30°C. After completion of the reaction (monitored by TLC), the product was extracted with EtOAc and the organic extract was dried. The crude product was recrystallized from

H NMR (300 MHz, CDCl3, δ ppm): 7.66–7.68(d,2H), 7.34–7.36 (d,2H), 7.79–7.81

4-(Bromomethyl) benzonitrile 0.196 g (1.0 mmol), sodium azide 0.091 g (1.4 mmol) and 1-methyl-4-(prop-2-ynyloxy) benzene 0.160 g (1.1 mmol) were suspended in polyethylene glycol-400 (5 mL). To this reaction mixture in copper iodide (10 mol%) was added and the reaction mixture was stirred for 40 min at 35°C. After completion of the reaction (monitored by TLC), the product was extracted with EtOAc and the organic extract was dried. The crude product was

H NMR (300 MHz, CDCl3, δ ppm): 7.66–7.68 (d,2H), 7.34–7.36 (d,2H), 7.43–7.45 (d,2H), 7.84–7.86 (d,2H), 7.73 (s,1H, triazole), 5.61 (s,2H), 5.37 (s,2H), 2.56 (s,3H).

In conclusion a safe and efficient method for the generation of 1,4-disubstituted 1,2,3-triazole in a complete regioselective manner has been developed. Synthesis of

recrystallized from ethanol to yield the desired product.

): 3145, 2227, 1604, 1437, 1154, 857.

Yield: 7 8%, MF/FWt: C18H16N4O/304.13, MP: 144–146°C.

*DOI: http://dx.doi.org/10.5772/intechopen.83776*

ethanol to yield the desired product.

IR (cm<sup>−</sup><sup>1</sup>

1

Yield: 87%, MF/FWt: C17H14N4/274.12, MP: 133–135°C.

(d,2H), 7.38–7.43 (d,2H), 7.73 (s,1H, triazole), 5.64 (s,2H), 2.58 (s,3H).

**4.11 Synthesis of 1-(4-isocyanobenzyl)-4-p-tolyl-1H-1,2,3-triazole**

): 3081, 2223, 1669, 1470, 1219, 834.

*Green Chemistry Applications*

IR (cm<sup>−</sup><sup>1</sup>

1

**4.8 Synthesis of 1-(4-bromobenzyl)-4-(bromomethyl)-1H-1,2,3-triazole**

1-Bromo-4-(bromomethyl) benzene 0.249 g (1.0 mmol), sodium azide 0.091 g (1.4 mmol) were suspended in polyethylene glycol-400 (5 mL). The reaction mixture was stirred for 1 h at 40–45°C. Then add propargyl bromide 0.112 g (1.1 mmol), to this reaction mixture in copper iodide (10 mol%) was added and again reaction mixture was stirred for 20 min at 35°C. After completion of the reaction (monitored by TLC), the product was extracted with EtOAc and the organic extract was dried. The crude product was recrystallized from ethanol to yield the desired product.

H NMR (300 MHz, CDCl3, δ ppm): 7.14–7.16 (d,2H), 7.03–7.05 (d,2H),7.73

**4.9 Synthesis of 4-(4-pheny l-1H-1,2,3-treiazol-1yl) methyl)benzonitrile**

4-(Bromomethyl) benzonitrile 0.196 g (1.0 mmol), sodium azide 0.091 g (1.4 mmol) and phenyl acetelyne 0.112 g (1.1 mmol) were suspended in polyethylene glycol-400 (5 mL). To this reaction mixture in copper iodide (10 mol%) was added and the reaction mixture was stirred for 10 min at 25°C. After completion of the reaction (monitored by TLC), the product was extracted with EtOAc and the organic extract was dried. The crude product was recrystallized from ethanol to

H NMR (300 MHz, CDCl3, δ ppm): 7.66–7.68 (d,2H), 7.34–7.36 (t,2H), 7.38–7.43 (t,2H), 7.79–7.81 (d,2H), 7,26–7.32 (t,1H), 7.73 (s,1H, triazole), 5.64

Yield: 7 8%, MF/FWt: C16H12N4/260.11, MP: 130–132°C.

): 3088, 2921, 2850, 1607, 1488, 1026.

Yield: 85%, MF/FWt: C10H9Br2N/328.92, MP: 150–152°C.

(s,1H, triazole), 5.50 (s,2H), 4.48 (s,2H).

): 2980, 1653, 1568, 1465, 1210, 1222, 889.

**62**

yield the desired product.

(s,2H); MS: m/e 260 (M+1).

IR (cm<sup>−</sup><sup>1</sup>

1
