Methyl iodide → HCID 20313831, compound

HRID 2419128Notes

Reaction equation

HRID 2419128 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]1[CH:18]=[CH:17][C:6]2[S:7][C:8](=[N:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[S:9][C:5]=2[CH:4]=1.[CH3:21][I:22]>C1C=CC=CC=1>[I-:22].[CH3:21][N+:10](=[C:8]1[S:7][C:6]2[CH:17]=[CH:18][C:3]([C:2]([F:1])([F:19])[F:20])=[CH:4][C:5]=2[S:9]1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 20313826HCID 20313826, compound

Product 1

HCID 20313831HCID 20313831, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of N-[5-(trifluoromethyl)-1,3-benzodithiol-2-ylidene]benzenamine (2.4 g) and methyl iodide (20 ml, excess) in 100 ml of benzene is heated at reflux for 2.5 weeks. The reaction mixture is filtered and recharged with methyl iodide every three days. The combined precipitates (3.3g) are recrystallized from acetonitrile/benzene. The recrystallized product is dried in vacuo at 100° C for 3 days to yield 3.0g of the title compound, melting point 161°-164° C.

Workup

  1. temperatureat reflux for 2.5 weeks
  2. filtrationThe reaction mixture is filtered
  3. customThe combined precipitates (3.3g)
  4. customare recrystallized from acetonitrile/benzene
  5. customThe recrystallized product is dried in vacuo at 100° C for 3 days

Sources & evidence

ORD record
ord-fa388d6ce3bf4756b24e03fd5e2c9ec3
Source dataset
uspto-grants-1978_08
Patent number
US04104467

Reaction notes

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