Sodium Hydroxide → 1-(3-(Benzyloxy)-5-bromopyridin-2-yl)thiourea

HRID 1426082노트

반응식

HRID 1426082 반응식
C([NH:9][C:10]([NH:12][C:13]1[C:18]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:17][C:16]([Br:27])=[CH:15][N:14]=1)=[S:11])(=O)C1C=CC=CC=1.[OH-].[Na+]>O>[CH2:20]([O:19][C:18]1[C:13]([NH:12][C:10]([NH2:9])=[S:11])=[N:14][CH:15]=[C:16]([Br:27])[CH:17]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 866396501-Benzoyl-3-(3-(benzyloxy)-5-bromopyridin-2-yl)thiourea

생성물 1

HCID 727056401-(3-(Benzyloxy)-5-bromopyridin-2-yl)thiourea수율 92.2%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A 1 L round-bottom flask was charged with 1-benzoyl-3-(3-(benzyloxy)-5-bromopyridin-2-yl)thiourea (17.9 g, 40.5 mmol) and 3M sodium hydroxide (3.3 mL, 9.9 mmol), and the reaction mixture was refluxed overnight. The reaction mixture was then cooled, poured into water, and filtered to provide 1-(3-(benzyloxy)-5-bromopyridin-2-yl)thiourea (12.6 g, 92.2% yield) as a yellow solid. 1H NMR (CDCl3) δ 10.60 (bs, 1H), 8.59 (bs, 1H), 7.87 (d, 1H), 7.40 (m, 5H), 7.30 (d, 1H), 6.90 (m, 1H), 5.15 (s, 2H). Mass spectrum (apci) m/z=340.0 (M+H).

후처리

  1. temperaturethe reaction mixture was refluxed overnight
  2. temperatureThe reaction mixture was then cooled
  3. filtrationfiltered

출처 및 근거

ORD 기록
ord-8fc37007cb4b49b8be39c803ddc45e07
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933077B2

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