Homophthalic anhydride → (E)-2-[2-[3-[2-[4-(cyclopropyl)-2-thiazolyl]ethenyl]phenylamino]-2-oxoethyl]benzoic acid

HRID 327540

반응식

HRID 327540 반응식
[CH:1]1([C:4]2[N:5]=[C:6](/[CH:9]=[CH:10]/[C:11]3[CH:12]=[C:13]([NH2:17])[CH:14]=[CH:15][CH:16]=3)[S:7][CH:8]=2)[CH2:3][CH2:2]1.[C:18]1(=[O:29])[O:24][C:22](=[O:23])[C:21]2=[CH:25][CH:26]=[CH:27][CH:28]=[C:20]2[CH2:19]1>C1(C)C=CC=CC=1>[CH:1]1([C:4]2[N:5]=[C:6](/[CH:9]=[CH:10]/[C:11]3[CH:12]=[C:13]([NH:17][C:18](=[O:29])[CH2:19][C:20]4[CH:28]=[CH:27][CH:26]=[CH:25][C:21]=4[C:22]([OH:24])=[O:23])[CH:14]=[CH:15][CH:16]=3)[S:7][CH:8]=2)[CH2:3][CH2:2]1

참가 물질

4

반응물 2

HCID 12801Homophthalic anhydrideHCID 15136080(E)-3-[2-[4-(cyclopropyl)-2-thiazolyl]ethenyl]benzeneamine

생성물 1

HCID 20084358(E)-2-[2-[3-[2-[4-(cyclopropyl)-2-thiazolyl]ethenyl]phenylamino]-2-oxoethyl]benzoic acid수율 88.7%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A solution of 5.0 g of (E)-3-[2-[4-(cyclopropyl)-2-thiazolyl]ethenyl]benzeneamine, 3.35 g of homophthalic anhydride, and 100 ml of toluene was heated to reflux for 0.5 hr. After cooling, the solids that formed were collected by filtration and this material was triturated with ethyl ether to yield 7.4 g of (E)-2-[2-[3-[2-[4-(cyclopropyl)-2-thiazolyl]ethenyl]phenylamino]-2-oxoethyl]benzoic acid. Recrystallization from acetonitrile yielded 5.1 g of material; m.p. 200°-201° C. Anal. Calcd for C23H20N2O3S: C, 68.30; H, 4.98; N, 6.93. Found: C, 67.92; H, 4.97; N, 6.83.

후처리

  1. temperatureto reflux for 0.5 hr
  2. temperatureAfter cooling
  3. customthe solids that formed
  4. filtrationwere collected by filtration
  5. customthis material was triturated with ethyl ether

출처 및 근거

ORD 기록
ord-6eba70f5198f478a853ddef228d2eb90
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05273986

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