Water → 2-Amino-2-(2,3-dichlorophenyl)ethyl carbamate

HRID 2402830노트

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HRID 2402830 반응식
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]([NH:12]C(=O)OC(C)(C)C)[CH2:10][OH:11].ClS([N:24]=[C:25]=[O:26])(=O)=O.O.C(=O)([O-])O.[Na+]>C(#N)C>[C:25](=[O:26])([O:11][CH2:10][CH:9]([NH2:12])[C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([Cl:8])[C:2]=1[Cl:1])[NH2:24]

참가 물질

6

반응물 4

HCID 962WaterHCID 70918Chlorosulfonyl isocyanateHCID 516892Sodium BicarbonateHCID 59536916tert-butyl N-[1-(2,3-dichlorophenyl)-2-hydroxyethyl]carbamate

생성물 1

HCID 595368632-Amino-2-(2,3-dichlorophenyl)ethyl carbamate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
60 °C

실험 절차

Of the compound from Example 182A, 290 mg (about 0.95 mmol) were introduced in 5 ml of acetonitrile under argon. At −15° C., 115 μl (1.33 mmol) of chlorosulphonyl isocyanate were added dropwise. After 30 min, the reaction solution was admixed with 20 ml of water and heated at 60° C. overnight. The reaction mixture was cooled and introduced into saturated aqueous sodium hydrogen carbonate solution. It was extracted with twice 20 ml of ethyl acetate. The combined organic phases were dried over sodium sulphate, filtered and freed from the solvent on a rotary evaporator. Drying in an HV gave 176 mg (66% of theory) of the title compound in 89% purity.

후처리

  1. temperatureThe reaction mixture was cooled
  2. extractionIt was extracted with twice 20 ml of ethyl acetate
  3. dry with materialThe combined organic phases were dried over sodium sulphate
  4. filtrationfiltered
  5. customfreed from the solvent on a rotary evaporator
  6. customDrying in an HV

출처 및 근거

ORD 기록
ord-2c06a0bc31474d8b81dcd78e360655a0
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08796324B2

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