1-Propanamine, 3-(2-methoxyethoxy)- → HCID 14700206, compound

HRID 1651510Notes

Reaction equation

HRID 1651510 reaction equation
CO[C:3]([C:5]1[S:9][C:8]2[S:10][C:11]([S:13]([NH2:16])(=[O:15])=[O:14])=[CH:12][C:7]=2[CH:6]=1)=[O:4].[CH3:17][O:18][CH2:19][CH2:20][O:21][CH2:22][CH2:23][CH2:24][NH2:25]>CO>[CH3:17][O:18][CH2:19][CH2:20][O:21][CH2:22][CH2:23][CH2:24][NH:25][C:3]([C:5]1[S:9][C:8]2[S:10][C:11]([S:13]([NH2:16])(=[O:14])=[O:15])=[CH:12][C:7]=2[CH:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 1085741-Propanamine, 3-(2-methoxyethoxy)-HCID 14700202HCID 14700202, compound

Product 1

HCID 14700206HCID 14700206, compoundYield 64.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-Methoxycarbonylthieno[2,3-b]thiophene-2-sulfonamide (0.55 g., 2 mmoles) and 3-(methoxyethoxy)propylamine (0.80 g., 6 mmoles) were refluxed in methanol (5 mL) for 96 hours. The solution was cooled and evaporated in vacuo to remove most of the methanol. Ether was added and the resulting product was recrystallized from 1,2-dichloroethane to give 0.49 g of 5-(N-methoxyethoxypropylcarbamoyl)thieno[2,3-b]thiophene-2-sulfonamide, m.p. 154°-155° C.

Workup

  1. temperatureThe solution was cooled
  2. customevaporated in vacuo
  3. customto remove most of the methanol
  4. additionEther was added
  5. customthe resulting product was recrystallized from 1,2-dichloroethane

Sources & evidence

ORD record
ord-e735d9f296a140f5a9de6040ffef178b
Source dataset
uspto-grants-1990_05
Patent number
US04929549

Reaction notes

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