Methyl iodide → HCID 21439971, compound

HRID 328729Notes

Reaction equation

HRID 328729 reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[NH:6][C:7]1[CH:12]=[CH:11][C:10]([CH:13]([CH3:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:9][CH:8]=1.[CH3:20][I:21]>C(O)C>[I-:21].[CH3:20][N+:3]1[CH:4]=[CH:5][S:1][C:2]=1[NH:6][C:7]1[CH:8]=[CH:9][C:10]([CH:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH3:19])=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 21440022HCID 21440022, compound

Product 1

HCID 21439971HCID 21439971, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl 2-[4-(N-thiazol-2-ylamino)phenyl]propionate (6.3g), methyl iodide (30 ml) and ethanol (30 ml) is heated at 50°-55° C for 20 hours under nitrogen atmosphere. After evaporation of ethanol and methyl iodide, the resultant residue is washed with ether and ethyl acetate successively to give 3-methyl-2-[4-(1-ethoxycarbonylethyl)anilino]thiazolium iodide (8.0 g). (Yield 84 %).

Workup

  1. temperatureis heated at 50°-55° C for 20 hours under nitrogen atmosphere
  2. customAfter evaporation of ethanol and methyl iodide
  3. washthe resultant residue is washed with ether and ethyl acetate successively

Sources & evidence

ORD record
ord-305a2cc110c644f79beac5bdfc8a5ebf
Source dataset
uspto-grants-1977_04
Patent number
US04018785

Reaction notes

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