Acetonitrile → 4-Ethylthio-1-(3-methoxycarbonyl-2-thioureido)-2-nitrobenzene

HRID 258762노트

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HRID 258762 반응식
[S-:1][C:2]#[N:3].[K+].C(#N)C.Cl[C:9]([O:11][CH3:12])=[O:10].[NH2:13][C:14]1[CH:19]=[CH:18][C:17]([S:20][CH2:21][CH3:22])=[CH:16][C:15]=1[N+:23]([O-:25])=[O:24]>O>[CH2:21]([S:20][C:17]1[CH:18]=[CH:19][C:14]([NH:13][C:2]([NH:3][C:9]([O:11][CH3:12])=[O:10])=[S:1])=[C:15]([N+:23]([O-:25])=[O:24])[CH:16]=1)[CH3:22]

참가 물질

6

반응물 4

HCID 6342AcetonitrileHCID 6586Methyl chloroformateHCID 516872Potassium thiocyanateHCID 203720451-Amino-4-ethylthio-2-nitrobenzene

생성물 1

HCID 203720534-Ethylthio-1-(3-methoxycarbonyl-2-thioureido)-2-nitrobenzene수율 39.2%

시약·촉매·용매 1

HCID 962Water용매

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온도
10 °C

실험 절차

A mixture of dry potassium thiocyanate (25.65 g.) and acetonitrile (320 ml.) was cooled to 10° C. and treated during 5 minutes with methyl chloroformate (25.0 g.). The mixture was stirred at room temperature for 2 hours. 1-Amino-4-ethylthio-2-nitrobenzene (22.45 g.) was then added to the mixture at 10°-15° C. The suspension was stirred for 3 hours at room temperature and allowed to stand overnight. It was then poured into water (1.6 liters) and the solid which precipitated was filtered off, washed with water and recrystallised from a mixture of methanol and ethanol, to give 4-ethylthio-1-(3-methoxycarbonyl-2-thioureido)-2-nitrobenzene (14.0 g.), m.p. 152° C.

후처리

  1. stirringThe suspension was stirred for 3 hours at room temperature
  2. waitto stand overnight
  3. customthe solid which precipitated
  4. filtrationwas filtered off
  5. washwashed with water
  6. customrecrystallised from a mixture of methanol and ethanol

출처 및 근거

ORD 기록
ord-c37ed3ac3f494bd9bfe7ce054493466d
출처 데이터셋
uspto-grants-1977_07
특허 번호
US04034107

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