Methyl iodide → HCID 178486086, compound

HRID 648102Notes

Reaction equation

HRID 648102 reaction equation
[CH3:1][NH:2][C:3]([N:5]1[CH2:14][C:13]2([CH2:18][C:17]3[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=3[O:15]2)[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6]1)=[S:4].[I:23][CH3:24]>C(O)C.CO>[IH:23].[CH3:1][NH:2][C:3]([N:5]1[CH2:14][C:13]2([CH2:18][C:17]3[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=3[O:15]2)[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6]1)=[SH:4][CH3:24]

Participants

5

Reactant 2

HCID 6328Methyl iodideHCID 132645342'(N-methylthiocarbamyl)spiro[benzofuran-2(3H), 4'(2'H)-isoquinoline]

Product 1

HCID 178486086HCID 178486086, compoundYield 93.8%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

A solution of 2'-(N-methylthiocarbamyl)spiro[benzofuran-2(3H),4'(2'H)-isoquinoline] (5.9 g) and iodomethane (4.1 g) in ethanol (45 ml) and methanol (100 ml) is heated under reflux overnight. Removal of the solvents yields a solid (8.1 g). The solid (1.0 g) is twice recrystallized from ethyl acetate/methanol to yield 0.6 g (60%) of product as crystals, mp 181°-182°.

Workup

  1. temperatureunder reflux overnight
  2. customRemoval of the solvents

Sources & evidence

ORD record
ord-9f0f539bf7b14cc1adcd83335f55bb5f
Source dataset
uspto-grants-1983_10
Patent number
US04410699

Reaction notes

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