Methyl iodide → HCID 20189343, compound

HRID 1789027Notes

Reaction equation

HRID 1789027 reaction equation
[CH3:1][I:2].[NH2:3][C:4](=[S:31])[C:5]1[NH:6][C:7]([CH3:30])=[C:8]([C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH:9]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([N+:22]([O-:24])=[O:23])[CH:17]=2)[C:10]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12]>CO>[IH:2].[NH:3]=[C:4]([S:31][CH3:1])[C:5]1[NH:6][C:7]([CH3:30])=[C:8]([C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH:9]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([N+:22]([O-:24])=[O:23])[CH:17]=2)[C:10]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12]

Participants

4

Reactant 2

HCID 6328Methyl iodide2×HCID 20189298HCID 20189298, compound

Product 1

HCID 20189343HCID 20189343, compoundYield 63.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl iodide (0.06 ml, 0.96 mmoles) was added to a solution of diethyl 2-(aminothioxomethyl)-1,4-dihydro- 6-methyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate (0.2 g, 0.48 mmoles) in methanol (10 ml). After stirring for 16 hours at room temperature methyl iodide (0.1 ml) was added and the stirring continued for 1 day. The solvent was evaporated and the residue crystallised on addition of ether. The hydroscopic solid was filtered and dried in vacuo to give the title compound (0.17 g). Nmr (CDCl3) δ 5.9 (s,H), 2.9 (s,SMe).

Workup

  1. additionwas added
  2. customThe solvent was evaporated
  3. customthe residue crystallised on addition of ether
  4. filtrationThe hydroscopic solid was filtered
  5. customdried in vacuo

Sources & evidence

ORD record
ord-cb6d60be096d4d79b315c7d82172beb9
Source dataset
uspto-grants-1987_08
Patent number
US04686217

Reaction notes

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