Acetic-formic anhydride → N-(5-Cyano-1,3-dimethyl-1H-pyrazol-4-yl)formamide

HRID 2417658Notes

Reaction equation

HRID 2417658 reaction equation
[NH2:1][C:2]1[C:3]([CH3:10])=[N:4][N:5]([CH3:9])[C:6]=1[C:7]#[N:8].[CH:11](OC(=O)C)=[O:12]>>[C:7]([C:6]1[N:5]([CH3:9])[N:4]=[C:3]([CH3:10])[C:2]=1[NH:1][CH:11]=[O:12])#[N:8]

Participants

3

Reactant 2

HCID 75269Acetic-formic anhydrideHCID 123358164-Amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile

Product 1

HCID 13338427N-(5-Cyano-1,3-dimethyl-1H-pyrazol-4-yl)formamideYield 74%

Procedure

The starting material is obtained by treating 16 g (0.12 mol) of 4-amino-5-cyano-1,3-dimethyl pyrazole [U.S. Pat. No. 3,121,092: CA 60 2030 (1964)] with acetic-formic anhydride (prepared by adding 45 ml of acetic anhydride to 20 ml of 98% formic acid at 50° C.). After standing at room temperature overnight, the solution is evaporated in vacuo. The residue is stirred in ether to give 14.5 g (74%) of N-(5-cyano-1,3-dimethylpyrazol-4-yl) formamide, mp 135° C.

Workup

  1. customThe starting material is obtained
  2. customthe solution is evaporated in vacuo

Sources & evidence

ORD record
ord-efa7d9a2382c48139cd2a964d6259c0c
Source dataset
uspto-grants-1984_09
Patent number
US04469868

Reaction notes

Loading…