Water → Thiophene-2,5-dicarboxylic acid bis-[(1,3-benzodioxol-5-ylmethyl)-amide]

HRID 583754

반응식

HRID 583754 반응식
[C:1]([N:8]1[CH:12]=[CH:11]N=C1)(N1C=CN=C1)=[O:2].[S:13]1[C:17]([C:18]([OH:20])=O)=[CH:16][CH:15]=[C:14]1C(O)=O.[CH2:24]([NH2:34])[C:25]1[CH:33]=[CH:32][C:31]2[O:30][CH2:29][O:28][C:27]=2[CH:26]=1.[OH2:35]>CN(C)C=O>[O:30]1[C:31]2[CH:32]=[CH:33][C:25]([CH2:24][NH:34][C:18]([C:17]3[S:13][C:14]([C:1]([NH:8][CH2:12][C:11]4[CH:24]=[CH:25][C:26]5[O:35][CH2:29][O:28][C:27]=5[CH:31]=4)=[O:2])=[CH:15][CH:16]=3)=[O:20])=[CH:26][C:27]=2[O:28][CH2:29]1

참가 물질

6

반응물 4

HCID 962WaterHCID 202732,5-Thiophenedicarboxylic acidHCID 682631,1'-CarbonyldiimidazoleHCID 75799Benzo-1,3-dioxole-5-methylamine

생성물 1

HCID 10173561Thiophene-2,5-dicarboxylic acid bis-[(1,3-benzodioxol-5-ylmethyl)-amide]

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

1,1′-Carbonyldiimidazole (1.2 g, 7.4 mmol) was added to a stirred solution of 2,5-thiophene-dicarboxylic acid (0.5 g, 3.0 mmol) in dimethylformamide (25 mL) under an inert atmosphere, and the mixture was heated to 55° C. to 60° C. After 30 minutes, the mixture was allowed to cool and piperonylamine (1.05 g, 6.7 mmol) was added. The mixture was reheated to 55° C. to 60° C. After 3 hours, the mixture was allowed to cool, and was poured into water (250 mL), and the aqueous mixture was stirred. After several hours, the precipitate was filtered off, rinsed with water, and dried to afford 1.2 g of thiophene-2,5-dicarboxylic acid bis-[(1,3-benzodioxol-5-ylmethyl)-amide]. Recrystallization of a sample from ethanol gave product with a mp 207-209° C.

후처리

  1. temperaturethe mixture was heated to 55° C. to 60° C
  2. temperatureto cool
  3. customwas reheated to 55° C. to 60° C
  4. waitAfter 3 hours
  5. temperatureto cool
  6. waitAfter several hours
  7. filtrationthe precipitate was filtered off
  8. washrinsed with water
  9. customdried

출처 및 근거

ORD 기록
ord-5ec48cff01844ec380618709bc2ece9a
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06924276B2

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