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Benzoyl isocyanate → 1-Benzoyl-3-(4,5,6,7-tetrahydrobenzo-[b]thien-4-yl)urea

HRID 1155644
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HRID 1155644 반응식
[C:1]([N:9]=[C:10]=[O:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[S:12]1[CH:16]=[CH:15][C:14]2[CH:17]([NH2:21])[CH2:18][CH2:19][CH2:20][C:13]1=2>C(Cl)Cl>[C:1]([NH:9][C:10]([NH:21][CH:17]1[C:14]2[CH:15]=[CH:16][S:12][C:13]=2[CH2:20][CH2:19][CH2:18]1)=[O:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 78210Benzoyl isocyanateHCID 42163724,5,6,7-Tetrahydro-1-benzothiophen-4-amine

생성물 1

HCID 130370061-Benzoyl-3-(4,5,6,7-tetrahydrobenzo-[b]thien-4-yl)urea

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A 2.94 g sample of benzoyl isocyanate in 5 ml of CH2Cl2 is added to 3.04 g of 4,5,6,7-tetrahydrobenzo[b]thiophen-4-amine in 50 ml of CH2Cl2 under N2 atmosphere. After stirring overnight at room temperature, the reaction mixture is evaporated to dryness in vacuo. The residue is then stirred in 100 ml of Et2O and filtered to afford 1-benzoyl-3-(4,5,6,7-tetrahydrobenzo[b]thien-4-yl)urea, m.p. 189° C. to 194° C. Substitution of trichloroacetyl isocyanate for benzoyl isocyanate affords 1-trichloroacetyl-3-(4,5,6,7-tetrahydrobenzo[b]thien-4-yl)urea. Use of 4,5,6,7-tetrahydrobenzo[b]thien-4-ylisocyanate and acetamide in the above manner affords 1-acetyl-3-(4,5,6,7-tetrahydrobenzo[b]thien-4-yl)urea.

후처리

  1. customthe reaction mixture is evaporated to dryness in vacuo
  2. stirringThe residue is then stirred in 100 ml of Et2O
  3. filtrationfiltered

출처 및 근거

ORD 기록
ord-469e131d73d54d6d90025cb5fad53904
출처 데이터셋
uspto-grants-1982_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04332724

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