Ammonium Hydroxide → Methyl 5-sulfamoylthieno[2,3-b]thiophene-2-carboxylate

HRID 1651509Notes

Reaction equation

HRID 1651509 reaction equation
[OH-].[NH4+:2].[CH3:3][O:4][C:5]([C:7]1[S:11][C:10]2[S:12][C:13]([S:15](Cl)(=[O:17])=[O:16])=[CH:14][C:9]=2[CH:8]=1)=[O:6]>CC(C)=O>[CH3:3][O:4][C:5]([C:7]1[S:11][C:10]2[S:12][C:13]([S:15]([NH2:2])(=[O:17])=[O:16])=[CH:14][C:9]=2[CH:8]=1)=[O:6]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 14700201129949-97-9

Product 1

HCID 14700202Methyl 5-sulfamoylthieno[2,3-b]thiophene-2-carboxylate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To stirred ammonium hydroxide (150 ml) was added dropwise 5-methoxycarbonylthieno[2,3-b]thiophene-2-sulfonyl chloride (11.58 g. 39.02 mmoles) dissolved in acetone (140 ml). After the addition was complete, the solution was stirred for 30 minutes. The reaction was worked up by evaporating the ammonia and acetone in vacuo. The crystals were collected and dried (9.66 g.) (89%). Recrystallization from nitromethane gave 7.02 g. mp 219°-220° C.

Workup

  1. additionAfter the addition
  2. customby evaporating the ammonia and acetone in vacuo
  3. customThe crystals were collected
  4. customdried (9.66 g.) (89%)
  5. customRecrystallization from nitromethane
  6. customgave 7.02 g

Sources & evidence

ORD record
ord-dc46fc38822d48d4af7543855b3a61b2
Source dataset
uspto-grants-1990_05
Patent number
US04929549

Reaction notes

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