Ammonia → 2-Amino-4-iodobenzamide

HRID 1801903노트

반응식

HRID 1801903 반응식
[NH2:1][C:2]1[CH:10]=[C:9]([I:11])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].CC[N:14]=C=NCCCN(C)C.ON1C2C=CC=CC=2N=N1.CCN(C(C)C)C(C)C.N>CN(C=O)C.O>[NH2:1][C:2]1[CH:10]=[C:9]([I:11])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:14])=[O:5]

참가 물질

8

반응물 5

HCID 222AmmoniaHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 227247802-Amino-4-iodo-benzoic acid

생성물 1

HCID 666116532-Amino-4-iodobenzamide수율 52.2%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of 2-amino-4-iodobenzoic acid (2.5 g, 9.50 mmol) in DMF (10 mL) at rt under argon were added EDCI (2.18 g, 11.40 mmol), 1-hydroxybenzotriazole (1.54 g, 11.40 mmol), DIEA (1.98 mL, 11.40 mmol), and ammonia (7.0 N solution in MeOH; 1.90 mL, 13.30 mmol). The dark solution was stirred at rt overnight and diluted with H2O until precipitate formed. The precipitate was separated by filtration, washed with H2O, and dried under high vacuum for several hours to afford 2-amino-4-iodobenzamide as a tan solid (1.3 g, 52%). LC-MS (ESI) m/z 263 (M+H)+.

후처리

  1. customformed
  2. customThe precipitate was separated by filtration
  3. washwashed with H2O
  4. customdried under high vacuum for several hours

출처 및 근거

ORD 기록
ord-560b05fa1bf942fab2c8dd15e6bff865
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08349851B2

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