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Benzoyl isothiocyanate → 1-Benzoyl-3-(4-(benzyloxy)-5-bromopyridin-2-yl)thiourea

HRID 911062
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인쇄 미리보기

반응식

HRID 911062 반응식
[CH2:1]([O:8][C:9]1[C:14]([Br:15])=[CH:13][N:12]=[C:11]([NH2:16])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17]([N:25]=[C:26]=[S:27])(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C1COCC1>[C:17]([NH:25][C:26]([NH:16][C:11]1[CH:10]=[C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:14]([Br:15])=[CH:13][N:12]=1)=[S:27])(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 68284Benzoyl isothiocyanateHCID 66618159HCID 66618159, 화합물

생성물 1

HCID 866347751-Benzoyl-3-(4-(benzyloxy)-5-bromopyridin-2-yl)thiourea수율 91.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A flask was charged with 4-(benzyloxy)-5-bromopyridin-2-amine (6.90 g, 24.7 mmol), and THF (250 mL). Benzoyl isothiocyanate (4.24 g, 26.0 mmol) was added and the reaction was stirred at ambient temperature overnight. The reaction mixture was concentrated, and 9:1 Hexanes:ethyl acetate (400 mL) was added to the residue. The suspension was filtered to give the desired product (10 g, 82.3% yield) as light brown solid.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. addition9:1 Hexanes:ethyl acetate (400 mL) was added to the residue
  3. filtrationThe suspension was filtered

출처 및 근거

ORD 기록
ord-baede6bb2c7b4824a17ca99cfc25060e
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08022222B2

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