Ethanamine, 2,2,2-trifluoro- → (2',2',2'-trifluoroethyl)-6-nitro-2,2-dimethyl-2H-1-benzopyran-4-carboxamide

HRID 36075

반응식

HRID 36075 반응식
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][C:11]([CH3:14])([CH3:13])[CH:10]=[C:9]([C:15]([OH:17])=O)[C:8]=2[CH:18]=1)([O-:3])=[O:2].[F:19][C:20]([F:24])([F:23])[CH2:21]N.C1C=C(SSC2N=CC=CC=2)[N:28]=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>ClCCl>[F:19][C:20]([F:24])([F:23])[CH2:21][C:10]1[C:11]([CH3:13])([CH3:14])[O:12][C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:18][C:8]=2[C:9]=1[C:15]([NH2:28])=[O:17]

참가 물질

6

반응물 4

HCID 9773Ethanamine, 2,2,2-trifluoro-HCID 11776TriphenylphosphineHCID 650932,2'-Dipyridyl disulfideHCID 152347442,2-dimethyl-6-nitro-2H-1-benzopyran-4-carboxylic acid

생성물 1

HCID 131718989(2',2',2'-trifluoroethyl)-6-nitro-2,2-dimethyl-2H-1-benzopyran-4-carboxamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 1.00 g of 6-nitro-2,2-dimethyl-2H-1-benzopyran-4-carboxylic acid, 0.44 g of 2,2,2-trifluoroethylamine, 0.97 g of 2,2'-dipyridyl disulfide, 1.16 g of triphenylphosphine, and 20 ml of dichloromethane was stirred at room temperature for 3 hours. The solvent was removed therefrom by distillation, and the residue was purified by silica gel column chromatography (developing solution; AcOEt:n-hexane=1:1) and then recrystallized from a mixture of n-hexane and ethyl acetate to obtain 0.98 g of N (2',2',2'-trifluoroethyl)-6-nitro-2,2-dimethyl-2H-1-benzopyran-4-carboxamide represented by formula shown below.

후처리

  1. customThe solvent was removed
  2. distillationby distillation
  3. customthe residue was purified by silica gel column chromatography (developing solution; AcOEt:n-hexane=1:1)
  4. customrecrystallized from a mixture of n-hexane and ethyl acetate

출처 및 근거

ORD 기록
ord-c6958f3c3a024d06824a5c716ce2de4d
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05412117

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