Ammonia → 2-Amino-5-pyridin-3-yl-benzothiazole-7-carboxylic acid methyl ester

HRID 1010660노트

반응식

HRID 1010660 반응식
[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:9]=[C:8]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[CH:7]=[C:6]([N+:16]([O-])=O)[C:5]=1[S:19][C:20]#[N:21].N>C(O)(=O)C.O.[Fe]>[CH3:1][O:2][C:3]([C:4]1[C:5]2[S:19][C:20]([NH2:21])=[N:16][C:6]=2[CH:7]=[C:8]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[CH:9]=1)=[O:22]

참가 물질

6

반응물 2

HCID 222AmmoniaHCID 57813637HCID 57813637, 화합물

생성물 1

HCID 578136562-Amino-5-pyridin-3-yl-benzothiazole-7-carboxylic acid methyl ester수율 46.2%

시약·촉매·용매 3

HCID 23925Iron촉매HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

A solution of 3-Nitro-5-pyridin-3-yl-2-thiocyanato-benzoic acid methyl ester (1.1 g, 3.49 mmol) in glacial acetic acid (23 ml) was treated with iron powder (0.97 g, 17.5 mmol) and stirred at ambient temperature for 16 h. The resultant mixture was diluted with water (200 ml) and made alkaline by the addition of concentrated ammonia solution. The mixture was filtered and the filtrate extracted with ethyl acetate (3×200 ml). The filtered solid was extracted with boiling ethanol (3×250 ml) and the combined organic fractions evaporated to dryness to give 2-Amino-5-pyridin-3-yl-benzothiazole-7-carboxylic acid methyl ester as an off-white solid (0.46 g, 46%).

후처리

  1. filtrationThe mixture was filtered
  2. extractionthe filtrate extracted with ethyl acetate (3×200 ml)
  3. extractionThe filtered solid was extracted with boiling ethanol (3×250 ml)
  4. customthe combined organic fractions evaporated to dryness

출처 및 근거

ORD 기록
ord-e860098550284f6da6d44f14b539299d
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07977340B2

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