Ethylenediamine → N-(2-amino-4-methylphenyl)-6-(2-aminoethylamino)nicotinamide

HRID 1695052노트

반응식

HRID 1695052 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10](=[O:18])[C:11]1[CH:16]=[CH:15][C:14](Cl)=[N:13][CH:12]=1.[CH2:19]([NH2:22])[CH2:20][NH2:21]>>[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10](=[O:18])[C:11]1[CH:16]=[CH:15][C:14]([NH:21][CH2:20][CH2:19][NH2:22])=[N:13][CH:12]=1

참가 물질

3

반응물 2

HCID 3301EthylenediamineHCID 57993728N-(2-Amino-4-methyl-phenyl)-6-chloronicotinamide

생성물 1

HCID 57993744N-(2-amino-4-methylphenyl)-6-(2-aminoethylamino)nicotinamide수율 51%

실험 절차

N-(2-Amino-4-methyl-phenyl)-6-chloronicotinamide (261 mg, 1 mmol) and 5 ml of ethylenediamine were heated to 80° C. for 3 hours. The excess ethylenediamine was removed under vacuum. To the residue was added 5 ml of 0.20 M NaOH. The mixture was extracted with 100 ml of ethyl acetate. The ethyl acetate was removed under vacuum to give the title compound (145 mg, 51% yield) as a brown solid. LC-MS (m/z) 286 (M+1).

후처리

  1. customThe excess ethylenediamine was removed under vacuum
  2. additionTo the residue was added 5 ml of 0.20 M NaOH
  3. extractionThe mixture was extracted with 100 ml of ethyl acetate
  4. customThe ethyl acetate was removed under vacuum

출처 및 근거

ORD 기록
ord-a547b0dee446425687c1b937010ce49b
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08158656B2

반응 노트

불러오는 중…