Hydrochloric Acid → 5-(2-Chloro-6-methoxyphenyl)-1,3-thiazolidine-2,4-dione

HRID 2290535노트

반응식

HRID 2290535 반응식
Cl[CH:2]([C:7]1[C:12]([Cl:13])=[CH:11][CH:10]=[CH:9][C:8]=1[O:14][CH3:15])[C:3]([O:5]C)=O.[NH2:16][C:17](N)=[S:18].C([OH:22])C.Cl>C(OCC)(=O)C.O>[Cl:13][C:12]1[C:7]([CH:2]2[S:18][C:17](=[O:22])[NH:16][C:3]2=[O:5])=[C:8]([O:14][CH3:15])[CH:9]=[CH:10][CH:11]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric Acid2회HCID 702EthanolHCID 2723790ThioureaHCID 13731103HCID 13731103, 화합물

생성물 1

HCID 137311045-(2-Chloro-6-methoxyphenyl)-1,3-thiazolidine-2,4-dione

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of methyl alpha-chloro-alpha-(6-chloro-2-methoxyphenyl)acetate (1.37 g, 5.5 mmoles), thiourea (0.84 g, 10.0 mmoles) and ethanol (10 ml) was refluxed for 16 hours. Concentrated hydrochloric acid (4 ml) was added to the mixture and refluxing continued for an additional 16 hours. An additional 2 ml of concentrated hydrochloric acid was added and the mixture refluxed for 16 more hours. The yellow solution was then cooled to room temperature and poured into 150 ml of water. The title product was isolated by extraction of the aqueous mixture with ethyl acetate (2×150 ml). The extract was washed with water (1×50 ml) and brine (1×50 ml), then dried (MgSO4) and concentrated in vacuo to a brown oil (0.91 g). Trituration of the oil in hexane (50 ml) gave a solid which was recrystallized from ethanol-water (1:1) as a white solid, 0.0719 g. M.P. 195°-197° C.

후처리

  1. temperaturewas refluxed for 16 hours
  2. temperaturerefluxing
  3. temperaturethe mixture refluxed for 16 more hours

출처 및 근거

ORD 기록
ord-7498fa59d5fe416495889d7d79f915e6
출처 데이터셋
uspto-grants-1986_10
특허 번호
US04617312

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