2-Chloroacetophenone → HCID 20485523, compound

HRID 647133Notes

Reaction equation

HRID 647133 reaction equation
[CH2:1]([Cl:10])[C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:3].[O:11]1[CH2:16][CH2:15][N:14]([C:17]2[S:21][S:20][C:19](=[S:22])[CH:18]=2)[CH2:13][CH2:12]1>C(O)C>[Cl-:10].[CH2:1]([S:22][C:19]1[S:20][S:21][C:17](=[N+:14]2[CH2:15][CH2:16][O:11][CH2:12][CH2:13]2)[CH:18]=1)[C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:3]

Participants

4

Reactant 2

HCID 107572-ChloroacetophenoneHCID 12863631HCID 12863631, compound

Product 1

HCID 20485523HCID 20485523, compoundYield 85.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
10 °C

Procedure

Phenacyl chloride (10.5 g) is added to a suspension of 5-morpholino-1,2-dithiol-3-thione (9.85 g) in ethanol (200 cc), and the reaction mixture is kept under reflux for 3 hours. After cooling to a temperature of about 10° C., the insoluble product formed is filtered off and washed with ethanol (30 cc). After drying, N-(5-phenacylthio-1,2-dithiol-3-ylidene)-morpholinium chloride (14.3 g) is obtained, which melts at 138° C. and is solvated by 9% of ethanol.

Workup

  1. temperatureunder reflux for 3 hours
  2. customthe insoluble product formed
  3. filtrationis filtered off
  4. washwashed with ethanol (30 cc)
  5. customAfter drying

Sources & evidence

ORD record
ord-733ae00844864ca0a73c330aca556d41
Source dataset
uspto-grants-1983_10
Patent number
US04407797

Reaction notes

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