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Formic Acid → 7-sec.Butylamino-5-methylthiazolo[5,4-b]pyridine-6-carboxylic acid, ethyl ester

HRID 1606542
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반응식

HRID 1606542 반응식
[NH2:1][C:2]1[C:3]([NH:15][CH:16]([CH2:18][CH3:19])[CH3:17])=[C:4]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:5]([CH3:9])=[N:6][C:7]=1[SH:8].[CH:20](O)=O>>[CH:16]([NH:15][C:3]1[C:4]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[C:5]([CH3:9])[N:6]=[C:7]2[S:8][CH:20]=[N:1][C:2]=12)([CH2:18][CH3:19])[CH3:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 284Formic AcidHCID 178469256HCID 178469256, 화합물

생성물 1

HCID 1317101617-sec.Butylamino-5-methylthiazolo[5,4-b]pyridine-6-carboxylic acid, ethyl ester

실험 절차

2.8 g. of 5-amino-4-sec.butylamino-6-mercapto-2-methylpyridine-3-carboxylic acid, ethyl ester are refluxed in 10 ml. of formic acid for 12 hours. After this time, the excess acid is removed in vacuo and the residue is dissolved in 10 ml. of water. The aqueous solution is made alkaline with sodium hydroxide and extracted twice, each time with 10 ml. of ether. The ether layer is collected, dried over calcium chloride and evaporated to dryness. The residue, 7-sec.butylamino-5-methylthiazolo[5,4-b]pyridine-6-carboxylic acid, ethyl ester is distilled in vacuo, b. p.0.01 180°-185°, yield 1.8 g. (62%).

후처리

  1. customAfter this time, the excess acid is removed in vacuo
  2. dissolutionthe residue is dissolved in 10 ml
extraction
extracted twice
  • customThe ether layer is collected
  • dry with materialdried over calcium chloride
  • customevaporated to dryness
  • distillationThe residue, 7-sec.butylamino-5-methylthiazolo[5,4-b]pyridine-6-carboxylic acid, ethyl ester is distilled in vacuo, b
  • customp.0.01 180°-185°, yield 1.8 g
  • 출처 및 근거

    ORD 기록
    ord-a7f7e2fe2a4d46088c97e6cf0ae9278b
    출처 데이터셋
    uspto-grants-1976_04
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US03953461

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