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

HRID 1458493ノート

反応式

HRID 1458493 の反応式
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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-fbd9e94e23914721be1a5ca68e3af958
出典データセット
uspto-grants-1998_12
特許番号
US05851425

反応ノート

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