Water → HCID 44219248, compound

HRID 512112Notes

Reaction equation

HRID 512112 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([SH:11])[C:5](=[O:10])[N:6]([CH2:8][CH3:9])[CH:7]=1.Cl[CH2:13][C:14]([NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:15].C(N(C(C)C)CC)(C)C.O>O1CCCC1>[Cl:1][C:2]1[N:3]=[C:4]([S:11][CH2:13][C:14]([NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:15])[C:5](=[O:10])[N:6]([CH2:8][CH3:9])[CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11485ChloroacetanilideHCID 81531DiisopropylethylamineHCID 178462570HCID 178462570, compound

Product 1

HCID 44219248HCID 44219248, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

200 mg (1.05 mM) of 5-chloro-1-ethyl-3-mercaptopyrazin-2(1H)-one, 178 mg (1 mM) of 2-chloro-N-phenylacetamide and 135.6 mg (1.05 mM) of diisopropylethylamine in 5 ml of tetrahydrofurane were stirred overnight at room temperature. Water was added and the precipitate was filtered and washed with water, to give 170 mg of 2-[(6-chloro-4-ethyl-3-oxo-3,4-dihydropyrazin-2-yl)thio]-N-phenylacetamide. Yield: 50%.

Workup

  1. filtrationthe precipitate was filtered
  2. washwashed with water

Sources & evidence

ORD record
ord-9d39e6bd85624c61936dd7ae733f67bb
Source dataset
uspto-grants-2015_08
Patent number
US09102632B2

Reaction notes

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