Water → 5-Amino-1-(2-carbamoyloxyethyl)pyrazole

HRID 1376413노트

반응식

HRID 1376413 반응식
C([NH:3][C:4]1[N:8]([CH2:9][CH2:10][OH:11])[N:7]=[CH:6][CH:5]=1)=O.ClS([N:16]=[C:17]=[O:18])(=O)=O.O.[OH-].[Na+]>C(#N)C>[NH2:3][C:4]1[N:8]([CH2:9][CH2:10][O:11][C:17](=[O:18])[NH2:16])[N:7]=[CH:6][CH:5]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 14798Sodium Hydroxide2회HCID 70918Chlorosulfonyl isocyanateHCID 150777375-Formamido-1-(2-hydroxyethyl)pyrazole

생성물 1

HCID 229167665-Amino-1-(2-carbamoyloxyethyl)pyrazole

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a suspension of 5-formamido-1-(2-hydroxyethyl)pyrazole (1 g) in acetonitrile (50 ml) was added dropwise chlorosulfonyl isocyanate (0.77 ml) at -15° C.~-20° C. The mixture was stirred for 3 hours under ice-cooling. To the reaction mixture was added water (1 ml) and kept to stand overnight. The solution was adjusted to pH 7.5 with 5N-sodium hydroxide solution and then adjusted to pH 8.5 with 1N-sodium hydroxide solution. The organic layer was separated and the aqueous layer was extracted with tetrahydrofuran. The extract and said organic layer were combined and dried over magnesium sulfate. The solvent was distilled off and the residue was crystallized from ethyl acetate to give 5-amino-1-(2-carbamoyloxyethyl)pyrazole (0.60 g).

후처리

  1. temperaturecooling
  2. waitto stand overnight
  3. customThe organic layer was separated
  4. extractionthe aqueous layer was extracted with tetrahydrofuran
  5. extractionThe extract
  6. dry with materialdried over magnesium sulfate
  7. distillationThe solvent was distilled off
  8. customthe residue was crystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-711f0d47ee96451db3ceb24e7ca2b006
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05663163

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