Water → HCID 21712663, compound

HRID 650606Notes

Reaction equation

HRID 650606 reaction equation
Br[C:2]1[S:3][C:4]([C:10]([O:12][CH3:13])=[O:11])=[CH:5][C:6]=1[N+:7]([O-:9])=[O:8].[SH:14][CH2:15][C:16]([O:18][CH3:19])=[O:17].C(N(CC)CC)C.O>O1CCCC1>[CH3:19][O:18][C:16]([CH2:15][S:14][C:2]1[S:3][C:4]([C:10]([O:12][CH3:13])=[O:11])=[CH:5][C:6]=1[N+:7]([O-:9])=[O:8])=[O:17]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 16907Methyl ThioglycolateHCID 292194Methyl 5-bromo-4-nitrothiophene-2-carboxylate

Product 1

HCID 21712663HCID 21712663, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of 2-bromo-5-methoxycarbonyl-3-nitrothiophene (110.7 g) and methyl mercaptoacetate (37.2 ml) in tetrahydrofuran (1 l) was added triethylamine (63.8 ml). After stirring for 4 hours at room temperature, the reaction mixture was poured into water. The resulting precipitate was collected by filtration and washed with water to give 2-methoxycarbonylmethylthio-5-methoxycarbonyl-3-nitrothiophene (118.15 g).

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-b328fb9424bb4332923f99cddb8f48e7
Source dataset
uspto-grants-2001_08
Patent number
US06274619B1

Reaction notes

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