Diethyl Ether → HCID 178486087, compound

HRID 648107Notes

Reaction equation

HRID 648107 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]2[CH2:6][C:7]3([O:21][C:4]=2[CH:3]=1)[C:16]1[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=1)[CH2:10][N:9]([C:17](=[S:20])[NH:18][CH3:19])[CH2:8]3.[I:24]C.[CH3:26]COCC>CO.C(O)C>[IH:24].[Cl:1][C:2]1[CH:23]=[CH:22][C:5]2[CH2:6][C:7]3([O:21][C:4]=2[CH:3]=1)[C:16]1[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=1)[CH2:10][N:9]([C:17](=[SH:20][CH3:26])[NH:18][CH3:19])[CH2:8]3

Participants

6

Reactant 3

HCID 3283Diethyl EtherHCID 6328Methyl iodideHCID 13264535HCID 13264535, compound

Product 1

HCID 178486087HCID 178486087, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

A solution of 6-chloro-2'-(N-methylthiocarbamyl)spiro[benzofuran-2(3H),4'(2'H)-isoquinoline] (12.0 g) and iodomethane (7.4 g) in methanol (150 ml) and ethanol (100 ml) is heated under reflux for four hours. Removal of solvents in vacuo yields a solid which, upon trituration with ether, yields product as a solid (16.4 g, 99%). An analytical sample is recrystallized from ethyl acetate/methanol to yield a white solid, 181°-182° (dec.).

Workup

  1. temperatureunder reflux for four hours
  2. customRemoval of solvents in vacuo
  3. customyields a solid which

Sources & evidence

ORD record
ord-6af2c26942ab4044948c6f75ba713eb7
Source dataset
uspto-grants-1983_10
Patent number
US04410699

Reaction notes

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