Sulfuric Acid → 3-Methoxyisothiazole-4-carboxamide

반응식

[C:1]([C:3]1[C:4]([O:8][CH3:9])=[N:5][S:6][CH:7]=1)#[N:2].S(=O)(=O)(O)[OH:11]>>[C:1]([C:3]1[C:4]([O:8][CH3:9])=[N:5][S:6][CH:7]=1)(=[O:11])[NH2:2]

참가 물질

반응물 2

HCID 1118Sulfuric Acid

HCID 123939363-Methoxy-1,2-thiazole-4-carbonitrile

생성물 1

HCID 123939413-Methoxyisothiazole-4-carboxamide

실험 절차

A solution of 2.8 g. (0.02 mole) of 4-cyano-3-methoxyisothiazole prepared as in Example 18 in 30 ml. of 75% sulfuric acid was heated at 70° C. for 0.5 hour. The solution was then cooled and poured into ice to give after filtration and drying 0.95 g. of 4-carbamoyl-3-methoxyisothiazole, m.p. 165°-168° C. By continuous ether extraction of the aqueous filtrate an addition 1.13 g. of 4-carbamoyl-3-methoxyisothiazole was obtained to give a total yield of 2.08 g. (66%).

후처리

temperatureThe solution was then cooled
additionpoured into ice
customto give
filtrationafter filtration
customdrying 0.95 g
extractionBy continuous ether extraction of the aqueous filtrate
additionan addition 1.13 g

출처 및 근거

ORD 기록: ord-29119baf591440129ad6e823bb92f536
출처 데이터셋: uspto-grants-1977_10
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04053479

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