Diethyl benzhydrylphosphonate → 3,7-Bis(2,2-diphenylvinyl)-10-phenylphenothiazine

HRID 1660678노트

반응식

HRID 1660678 반응식
[CH3:1][C:2]([CH3:5])([O-])[CH3:3].[K+].[C:7]1([N:13]2[C:26]3[CH:25]=[CH:24][C:23]([CH:27]=O)=[CH:22][C:21]=3[S:20][C:19]3[C:14]2=[CH:15][CH:16]=[C:17]([CH:29]=O)[CH:18]=3)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[CH:31](P(=O)(OCC)OCC)([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>>[C:2]1([C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[CH:27][C:23]2[CH:24]=[CH:25][C:26]3[N:13]([C:7]4[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=4)[C:14]4[C:19]([S:20][C:21]=3[CH:22]=2)=[CH:18][C:17]([CH:29]=[C:31]([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[C:38]2[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=2)=[CH:16][CH:15]=4)[CH:3]=[CH:19][CH:14]=[CH:15][CH:1]=1

참가 물질

4

반응물 3

HCID 10267017Diethyl benzhydrylphosphonateHCID 23665647Potassium tert-butoxideHCID 5960963510-Phenylphenothiazine-3,7-dicarbaldehyde

생성물 1

HCID 596096153,7-Bis(2,2-diphenylvinyl)-10-phenylphenothiazine

실험 절차

6.63 g (58.1 mmol) of potassium tert-butoxide and then 8.50 g (25.7 mmol) of 10-phenylphenothiazine-3,7-dicarbaldehyde were added at room temperature with stirring to a solution of 15.61 g (51.3 mmol) of diethyl benzhydrylphosphonate (prepared analogously to Example 13 in U.S. Pat. No. 5,130,603) in 121 ml of dimethyl sulfoxide dried over molecular sieve. After stirring at room temperature for 5 hours, the reaction solution was diluted with 1500 ml of methanol and stirred for a further 15 min. The precipitate was filtered off, washed with methanol and dried at 80° C. under reduced pressure. 6.92 g (43% of theory) of yellowish solid having a melting point of 232-237° C. were obtained.

후처리

  1. customprepared analogously to Example 13 in U.S
  2. dry with material5,130,603) in 121 ml of dimethyl sulfoxide dried over molecular sieve
  3. additionthe reaction solution was diluted with 1500 ml of methanol
  4. stirringstirred for a further 15 min
  5. filtrationThe precipitate was filtered off
  6. washwashed with methanol
  7. customdried at 80° C. under reduced pressure
  8. customwere obtained

출처 및 근거

ORD 기록
ord-a9d196f96d29410e8f8136439c0d4ad2
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08029919B2

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