Methanethiol → HCID 23327036, compound

HRID 543795Notes

Reaction equation

HRID 543795 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][CH:15]=1)[C:5]([NH:7][CH:8](Br)[C:9]([NH2:11])=[O:10])=[O:6].[CH3:16][SH:17].C(N(CC)CC)C.CCOCC>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][CH:15]=1)[C:5]([NH:7][CH:8]([S:17][CH3:16])[C:9]([NH2:11])=[O:10])=[O:6]

Participants

6

Reactant 4

HCID 878MethanethiolHCID 3283Diethyl EtherHCID 8471TriethylamineHCID 13141899HCID 13141899, compound

Product 1

HCID 23327036HCID 23327036, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-chlorobenzoylamino(bromo)acetamide (5.5 g) in anhydrous tetrahydrofuran (100 ml) containing methyl mercaptan (slight excess) was added 1 equivalent of triethylamine and the mixture kept for 72 hrs. The solution was filtered and the filtrate evaporated to give an oil which solidified on treatment with ether. Crystallisation of the solid from ethyl acetate gave the product (0.67 g).

Workup

  1. filtrationThe solution was filtered
  2. customthe filtrate evaporated
  3. customto give an oil which
  4. customCrystallisation of the solid from ethyl acetate

Sources & evidence

ORD record
ord-7947ce68a60343f393720dd212273a3d
Source dataset
uspto-grants-1984_05
Patent number
US04447446

Reaction notes

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