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Hydrochloric Acid → 1-Methoxycarbonyl-3-(2-dimethylaminoacetamidophenyl)thiourea

HRID 1415632
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HRID 1415632 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:14])[CH2:10][N:11]([CH3:13])[CH3:12].[CH3:15][O:16][C:17]([N:19]=[C:20]=[S:21])=[O:18].Cl>C(#N)C.C(OCC)C>[CH3:15][O:16][C:17]([NH:19][C:20]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:14])[CH2:10][N:11]([CH3:12])[CH3:13])=[S:21])=[O:18]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 552246Methoxycarbonyl isothiocyanateHCID 16784338N-(2-aminophenyl)-2-(dimethylamino)acetamide

생성물 1

HCID 212695841-Methoxycarbonyl-3-(2-dimethylaminoacetamidophenyl)thiourea수율 45.4%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매2회
HCID 6342
Acetonitrile
용매

실험 절차

A suspension of N-(2-aminophenyl)-2-dimethylaminoacetamide (4.8 g) in dry acetonitrile (20 ml) was stirred vigorously during the dropwise addition of methoxycarbonyl isothiocyanate (3.5 g), the temperature being maintained between 15° C. and 20° C. by external cooling, and afterwards for a further 5 minutes. The mixture was then diluted with diethyl ether (500 ml) and treated with an excess of a saturated solution of hydrogen chloride in diethyl ether. The precipitate was filtered off, dissolved in the minimum quantity of water, and treated with an excess of a 2N aqueous solution of sodium hydroxide. The precipitate was filtered off and recrystallised twice from benzene to give 1-methoxycarbonyl-3-(2-dimethylaminoacetamidophenyl)thiourea (3.5 g), m.p. 130°-131° C. (with decomposition).

후처리

  1. temperaturethe temperature being maintained between 15° C. and 20° C. by external cooling
  2. filtrationThe precipitate was filtered off
  3. dissolutiondissolved in the minimum quantity of water
  4. additiontreated with an excess of a 2N aqueous solution of sodium hydroxide
  5. filtrationThe precipitate was filtered off
  6. customrecrystallised twice from benzene

출처 및 근거

ORD 기록
ord-df85cab9cb044e3795344c26553d0865
출처 데이터셋
uspto-grants-1977_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04005217

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