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Water → 3-Amino-2-(2-chlorophenyl)propyl carbamate

HRID 709125
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HRID 709125 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([CH2:18][OH:19])[CH2:9][NH:10]C(=O)OC(C)(C)C.ClS([N:24]=[C:25]=[O:26])(=O)=O.O.C(=O)(O)[O-].[Na+]>C(#N)C>[C:25](=[O:26])([O:19][CH2:18][CH:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[Cl:1])[CH2:9][NH2:10])[NH2:24]
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참가 물질

6

반응물 4

HCID 962WaterHCID 70918Chlorosulfonyl isocyanateHCID 516892Sodium BicarbonateHCID 66635358tert-butyl N-[2-(2-chlorophenyl)-3-hydroxypropyl]carbamate

생성물 1

HCID 680324153-Amino-2-(2-chlorophenyl)propyl carbamate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of 344 mg (1.20 mmol) of the compound of Example 14A in 86 ml of acetonitrile was cooled to −15° C., and 314 μl (3.61 mmol) of chlorosulphonyl isocyanate were added. After 5 min, 10 ml of water were added and stirring of the reaction mixture was continued at 60° C. overnight. After cooling to RT, 10 ml of a saturated aqueous sodium bicarbonate solution were added. The mixture was extracted four times with ethyl acetate. The combined organic phases were dried over sodium sulphate and freed from the solvent on a rotary evaporator. The residue (118 mg, about 85% pure, about 37% of theory) corresponded to the title compound and was reacted further without further purification.

후처리

  1. waitwas continued at 60° C. overnight
  2. extractionThe mixture was extracted four times with ethyl acetate
  3. dry with materialThe combined organic phases were dried over sodium sulphate
  4. customfreed from the solvent on a rotary evaporator
  5. customwas reacted further without further purification

출처 및 근거

ORD 기록
ord-0e6c9778e9194e9981123a9a731ce933
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09180120B2

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