Dicyclohexylcarbodiimide → 4-Octyloxyphenyl 2-heptylimidazo[2,1-b]thiazole-6-carboxylate

HRID 1458493노트

반응식

HRID 1458493 반응식
C1(N=C=NC2CCCCC2)CCCCC1.[CH2:16]([C:23]1[S:27][C:26]2=[N:28][C:29]([C:31]([OH:33])=[O:32])=[CH:30][N:25]2[CH:24]=1)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].[CH2:34]([O:42][C:43]1[CH:48]=[CH:47][C:46](O)=[CH:45][CH:44]=1)[CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41]>CN(C)C1C=CN=CC=1.ClCCl>[CH2:16]([C:23]1[S:27][C:26]2=[N:28][C:29]([C:31]([O:33][C:46]3[CH:47]=[CH:48][C:43]([O:42][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])=[CH:44][CH:45]=3)=[O:32])=[CH:30][N:25]2[CH:24]=1)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

참가 물질

6

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 77412Phenol, 4-(octyloxy)-HCID 701107392-Heptylimidazo[2,1-b]-thiazole-6-carboxylic acid

생성물 1

HCID 867534624-Octyloxyphenyl 2-heptylimidazo[2,1-b]thiazole-6-carboxylate

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

1.2 g of N,N'-dicyclohexylcarbodiimide are added in portions to a solution of 1.3 g of 2-heptylimidazo[2,1-b]-thiazole-6-carboxylic acid, 1 g of 4-octyloxyphenol and 0.1 g of 4-(dimethylamino)pyridine in 25 ml of dichloromethane within 10 minutes while stirring. The mixture is stirred overnight at room temperature and then filtered. The filtrate is diluted with dichloromethane, washed with two portions of 50 ml each of saturated sodium carbonate solution and then with water, dried over magnesium sulphate and filtered, and the filtrate is evaporated. Recrystallization of the residue from ethyl acetate/cyclohexane gives 4-octyloxyphenyl 2-heptylimidazo[2,1-b]thiazole-6-carboxylate, m.p.(C/SA): 112.6° C., c.p.(SA /I): 151.4° C.

후처리

  1. stirringThe mixture is stirred overnight at room temperature
  2. filtrationfiltered
  3. additionThe filtrate is diluted with dichloromethane
  4. washwashed with two portions of 50 ml each of saturated sodium carbonate solution
  5. dry with materialwith water, dried over magnesium sulphate
  6. filtrationfiltered
  7. customthe filtrate is evaporated
  8. customRecrystallization of the residue from ethyl acetate/cyclohexane

출처 및 근거

ORD 기록
ord-fbd9e94e23914721be1a5ca68e3af958
출처 데이터셋
uspto-grants-1998_12
특허 번호
US05851425

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