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Benzoyl isothiocyanate → N-{7-chloro-[1,3]thiazolo[5,4-d]pyrimidin-2-yl}benzamide

HRID 550807
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인쇄 미리보기

반응식

HRID 550807 반응식
[NH2:1][C:2]1[C:3]([Cl:9])=[N:4][CH:5]=[N:6][C:7]=1Cl.[C:10]([N:18]=[C:19]=[S:20])(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>CC(C)=O>[Cl:9][C:3]1[C:2]2[N:1]=[C:19]([NH:18][C:10](=[O:17])[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=3)[S:20][C:7]=2[N:6]=[CH:5][N:4]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 68284Benzoyl isothiocyanateHCID 794345-Amino-4,6-dichloropyrimidine

생성물 1

HCID 59011969N-{7-chloro-[1,3]thiazolo[5,4-d]pyrimidin-2-yl}benzamide수율 88.8%

시약·촉매·용매 1

HCID 180Acetone용매

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온도
25 °C

실험 절차

A mixture of 5-amino-4,6-dichloro-pyrimidine (5.0 g, 30.49 mmol) in acetone (30 mL) at 25° C. was treated with benzoyl isothiocyanate (5.5 g, 33.54 mmol). The mixture was stirred at reflux for 6 h and then was cooled to 25° C. The resulting solids were collected by filtration, washed with acetone and petroleum ether and dried in vacuo to afford N-(7-chloro-thiazolo[5,4-d]pyrimidin-2-yl)-benzamide (7.87 g, 79%) as an off-white solid. The NMR spectrum obtained on the sample is compatible with its structure.

후처리

  1. temperatureat reflux for 6 h
  2. filtrationThe resulting solids were collected by filtration
  3. washwashed with acetone and petroleum ether
  4. customdried in vacuo

출처 및 근거

ORD 기록
ord-54527d30bdd5478ab5213c10acdb1915
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07947692B2

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