Hydrochloric Acid → 2-(Dichloromethyl)-8-(trifluoromethyl)-4H-3,1-benzoxazin-4-one

HRID 434529노트

반응식

HRID 434529 반응식
[NH2:1][C:2]1[C:10]([C:11]([F:14])([F:13])[F:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[Cl:15][CH:16]([Cl:20])[C:17](Cl)=O.Cl>>[Cl:15][CH:16]([Cl:20])[C:17]1[O:5][C:4](=[O:6])[C:3]2[CH:7]=[CH:8][CH:9]=[C:10]([C:11]([F:12])([F:13])[F:14])[C:2]=2[N:1]=1

참가 물질

4

반응물 3

HCID 313Hydrochloric Acid3회HCID 6593Dichloroacetyl chlorideHCID 6045692-Amino-3-(trifluoromethyl)benzoic acid

생성물 1

HCID 133813212-(Dichloromethyl)-8-(trifluoromethyl)-4H-3,1-benzoxazin-4-one수율 94%

반응 조건

온도
50 °C

실험 절차

A mixture of 17.44 g of 2-amino-3-trifluoromethylbenzoic acid prepared by the process of J. Med. Chem., Vol. 16 (2) (1973), p. 101-106 and 34.63 g of dichloroacetyl chloride was progressively heated with stirring and at about 50° C., a hardening of the mass with rapid gas evolution of regular hydrogen chloride occured for one hour. Towards 100° C., one observed a fluidization of the reaction mixture, an intensification of hydrogen chloride evolution and an increase in the temperature of 127° C. The heating was continued until hydrogen chloride evolution ceased to obtain a brown solution which was cooled in an ice bath with stirring. The mixture was vacuum filtered and the product was empasted with ether, then with methanol and was washed with methanol to obtain 23.82 g of 2-dichloromethyl-8-trifluoromethyl-4H-3,1-benzoxazine-4-one melting at 179° C.

후처리

  1. customprepared by the process of J
  2. customTowards 100° C., one
  3. customto obtain a brown solution which
  4. temperaturewas cooled in an ice bath
  5. stirringwith stirring
  6. filtrationfiltered
  7. washwith methanol and was washed with methanol

출처 및 근거

ORD 기록
ord-85126f8e39e74c9b851eab31d64ace87
출처 데이터셋
uspto-grants-1983_08
특허 번호
US04397856

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