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Ammonia → 2-Chloropyrimidine-4-carboxyamide

HRID 232905
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HRID 232905 반응식
[NH3:1].[Cl:2][C:3]1[N:8]=[C:7]([C:9](Cl)=O)[CH:6]=[CH:5][N:4]=1.[O:12]1[CH2:16]CCC1>>[Cl:2][C:3]1[N:8]=[C:7]([CH2:9][C:16]([NH2:1])=[O:12])[CH:6]=[CH:5][N:4]=1
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참가 물질

4

반응물 3

HCID 222AmmoniaHCID 8028TetrahydrofuranHCID 450814902-Chloropyrimidine-4-carbonyl chloride

생성물 1

HCID 838149222-Chloropyrimidine-4-carboxyamide수율 80%

반응 조건

온도
10 °C

실험 절차

Ammonia gas was introduced in 20 ml of tetrahydrofuran at -6° C. for 35 minutes. Then it was heated to 10° C. and 1.5 g (8.47 mmol) of 2-chloropyrimidine-4-carboxylic acid chloride was added. The reaction solution was stirred for 45 minutes at room temperature. Then it was concentrated by evaporation on a rotary evaporator, the residue was poured on 90 ml of saturated NaHCO3 solution, and the aqueous phase was extracted three times with 50 ml of ethyl acetate each. The combined organic phase was washed with saturated NaCl solution, dried on Na2SO4 and concentrated by evaporation on a ratory evaporator. After drying on a high vacuum, 1.07 g of product was obtained as a white solid, corresponding to a yield of 80 percent relative to the 2-chloropyrimidine-4-carboxylic acid chloride used. The melting point of the product was 147.2° to 151.4° C. Other data of the product was:

후처리

  1. concentrationThen it was concentrated by evaporation on a rotary evaporator
  2. additionthe residue was poured on 90 ml of saturated NaHCO3 solution
  3. extractionthe aqueous phase was extracted three times with 50 ml of ethyl acetate each
  4. washThe combined organic phase was washed with saturated NaCl solution
  5. customdried on Na2SO4
  6. concentrationconcentrated by evaporation on a ratory evaporator
  7. customAfter drying on a high vacuum

출처 및 근거

ORD 기록
ord-dba9701cee4a424ab2b1e68790e8e604
출처 데이터셋
uspto-grants-1997_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05591853

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