Acetic Anhydride → HCID 13282167, compound

HRID 904807Notes

Reaction equation

HRID 904807 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]2[C:8]3[C:12]([O:13][C:4]=2[CH:3]=1)=[C:11]([NH2:14])[N:10]([CH3:15])[N:9]=3.[C:16](OC(=O)C)(=[O:18])[CH3:17]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]2[C:8]3[C:12]([O:13][C:4]=2[CH:3]=1)=[C:11]([NH:14][C:16](=[O:18])[CH3:17])[N:10]([CH3:15])[N:9]=3

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 13282156HCID 13282156, compound

Product 1

HCID 13282167HCID 13282167, compound

Procedure

A mixture of 6-chloro-2-methyl-2H-benzofuro[3,2-c]pyrazol-3-amine (6.0 g, 27.1 mmol, described in Example 6) and acetic anhydride (60 mL) was stirred at room temperature for 2 hr. The precipitate was collected and washed with diethyl ether to give the title compound (7.0 g), mp 290°-300° C. Crystallization from ethanol gave title compound having mp 293°-298° C.: IR (mineral oil) 3220, 3170, 1665 and 1540 cm-1 ; UV max (MeOH) 297 nm (ε=7755), 274 (22760) and 229 (21360); NMR (DMSO-d6) δ2.13 (3H, s), 3.82 (3H, s), 7.33 (1H, 2d), 7.76 (1H, d) and 7.82 (1H, d); and Anal. Calcd for C12H10ClN3O2 : C, 54.66% H, 3.82% N, 15.94% and Found: C, 54.52% H, 3.86% N, 15.86%.

Workup

  1. customThe precipitate was collected
  2. washwashed with diethyl ether

Sources & evidence

ORD record
ord-035895fde65240daa34c1dcc9810637f
Source dataset
uspto-grants-1983_12
Patent number
US04420476

Reaction notes

Loading…