Hydrochloric Acid → HCID 14403242, compound

HRID 621823Notes

Reaction equation

HRID 621823 reaction equation
[Br:1][C:2]1[C:3]([S:12]C(N(C)C)=O)=[C:4]([C:8]([O:10]C)=[O:9])[S:5][C:6]=1[CH3:7].Cl>CO.[OH-].[Na+]>[Br:1][C:2]1[C:3]([SH:12])=[C:4]([C:8]([OH:10])=[O:9])[S:5][C:6]=1[CH3:7]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 14154193HCID 14154193, compound

Product 1

HCID 14403242HCID 14403242, compoundYield 98.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

Methyl 4-bromo-3-{[(dimethylamino)carbonyl]thio}-5-methyl-2-thiophenecarboxylate (1.5 g, 4 mmoles) is stirred in a mixture of methanol (3 mL) and 5N sodium hydroxide (10 mL) and heated under reflux. After 21/2 hours the mixture is cooled, stirred into ice water, and acidified with concentrated HCl. The precipitate is filtered off, rinsed with water and dried to afford the product (1.0 g); mp 177° C. (dec).

Workup

  1. temperatureheated
  2. temperatureunder reflux
  3. temperatureAfter 21/2 hours the mixture is cooled
  4. filtrationThe precipitate is filtered off
  5. washrinsed with water
  6. customdried

Sources & evidence

ORD record
ord-badc8c2d8b0140fcbcef287979e7b68e
Source dataset
uspto-grants-1989_04
Patent number
US04824958

Reaction notes

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