Ammonium Hydroxide → 3-Amino-5-chloropyridine-2-carboxamide

HRID 930449노트

반응식

HRID 930449 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([N+:10]([O-])=O)[C:5]([C:8]#[N:9])=[N:6][CH:7]=1.[OH-].[NH4+].S(S([O-])=O)([O-])=[O:16].[Na+].[Na+]>O>[NH2:10][C:4]1[C:5]([C:8]([NH2:9])=[O:16])=[N:6][CH:7]=[C:2]([Cl:1])[CH:3]=1

참가 물질

5

반응물 3

HCID 14923Ammonium HydroxideHCID 24489Sodium DithioniteHCID 2849095-Chloro-3-nitropyridine-2-carbonitrile

생성물 1

HCID 218200583-Amino-5-chloropyridine-2-carboxamide수율 58.6%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a suspension of 5-chloro-2-cyano-3-nitropyridine (1.274 mL, 10.9 mmol) in water (22 mL) was added 28% aqueous ammonium hydroxide (3.94 mL, 28.3 mmol), and the reaction was stirred at RT for 20 minutes. Sodium hydrosulfite (2.68 mL, 32.7 mmol) was added, and the reaction mixture was stirred at RT for 70 minutes. The yellow precipitate was collected by vacuum filtration to provide the title compound (1.097 g, 6.39 mmol) as yellow solid. 1H-NMR (400 MHz, DMSO-d6): δ 7.88 (br. s, 1 H), δ 7.73 (s, 1 H), δ 7.39 (br. s, 1 H), δ 7.23 (s, 1 H), δ 7.06 (br. s, 2 H). LC/MS (ESI+) m/z=172 (M+H).

후처리

  1. stirringthe reaction mixture was stirred at RT for 70 minutes
  2. filtrationThe yellow precipitate was collected by vacuum filtration

출처 및 근거

ORD 기록
ord-ae03bad918214f11848c93b169218381
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09296734B2

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