2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-one → 2'-chloro-5'-[3,6-dihydro-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-4'-fluoroacetanilide

HRID 380798노트

반응식

HRID 380798 반응식
[NH2:1][C:2]1[C:3]([F:13])=[CH:4][C:5]([Cl:12])=[C:6]([CH:11]=1)[NH:7][C:8](=[O:10])[CH3:9].CN(C)[C:16]1[O:17][C:18](=[O:26])[CH:19]=[C:20]([C:22]([F:25])([F:24])[F:23])[N:21]=1>C(O)(=O)C.O>[Cl:12][C:5]1[CH:4]=[C:3]([F:13])[C:2]([N:1]2[C:18](=[O:26])[CH:19]=[C:20]([C:22]([F:25])([F:24])[F:23])[NH:21][C:16]2=[O:17])=[CH:11][C:6]=1[NH:7][C:8](=[O:10])[CH3:9]

참가 물질

5

반응물 2

HCID 37238622-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-oneHCID 183659355'-Amino-2'-chloro-4'-fluoroacetanilide

생성물 1

HCID 183658882'-chloro-5'-[3,6-dihydro-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-4'-fluoroacetanilide수율 78.1%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

A mixture of 5′ -amino-2′-chloro-4′-fluoroacetanilide (1.0 g, 4.9 mmol) and 2-dimethylamino-4-(trifluoromethyl)-6H-1,3-oxazin-6-one (1.0 g, 4.9 mmol) in acetic acid is refluxed for 90 minutes and diluted with water. The resultant aqueous mixture is filtered to obtain the title product as an off-white solid (1.4 g, mp 264-266° C.) which is identified by 1H, 13C and 9F NMR spectral analyses.

후처리

  1. temperatureis refluxed for 90 minutes
  2. filtrationThe resultant aqueous mixture is filtered

출처 및 근거

ORD 기록
ord-d40e96837be84ca38d8fe0b1526a4302
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06303783B1

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