Ammonia → 2-[N'-(2-phenyl-pyrimidine-5-carbonyl)-hydrazino]-acetamide

HRID 2381980Notes

Reaction equation

HRID 2381980 reaction equation
C(O[C:4](=[O:22])[CH2:5][NH:6][NH:7][C:8]([C:10]1[CH:11]=[N:12][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[N:14][CH:15]=1)=[O:9])C.[NH3:23]>>[C:16]1([C:13]2[N:14]=[CH:15][C:10]([C:8]([NH:7][NH:6][CH2:5][C:4]([NH2:23])=[O:22])=[O:9])=[CH:11][N:12]=2)[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 59199993[N'-(2-phenyl-pyrimidine-5-carbonyl)-hydrazino]-acetic acid ethyl ester

Product 1

HCID 592000132-[N'-(2-phenyl-pyrimidine-5-carbonyl)-hydrazino]-acetamideYield 46%

Procedure

A mixture of [N′-(2-phenyl-pyrimidine-5-carbonyl)-hydrazino]-acetic acid ethyl ester (0.37 mmol) in 25% ammonia solution (25 mL) is stirred at rt over night. The solid is collected by filtration and dried to afford 2-[N′-(2-phenyl-pyrimidine-5-carbonyl)-hydrazino]-acetamide (46%). MS: 272 (M+H); 1H NMR (300 MHz, CD3OD): δ 4.45 (s, 2H), 7.45-7.56 (m, 3H), 8.40-8.50 (m, 2H), 9.18 (s, 2H).

Workup

  1. filtrationThe solid is collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-58f239025ca04e26afb2965ed2ebc044
Source dataset
uspto-grants-2012_09
Patent number
US08258130B2

Reaction notes

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