Methyl iodide → Ethyl 2-[3-fluoro-4-(3-methyl-4-thiazolin-2-ylideneamino)phenyl]propionate

HRID 328731Notes

Reaction equation

HRID 328731 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:14]([CH3:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:5]=[CH:6][C:7]=1[NH:8][C:9]1[S:10][CH:11]=[CH:12][N:13]=1.[CH3:21]I>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([CH:14]([CH3:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:5]=[CH:6][C:7]=1[N:8]=[C:9]1[N:13]([CH3:21])[CH:12]=[CH:11][S:10]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 20364701ethyl 2-[3-fluoro-4-(N-thiazol-2-ylamino)phenyl]propionate

Product 1

HCID 21439927Ethyl 2-[3-fluoro-4-(3-methyl-4-thiazolin-2-ylideneamino)phenyl]propionateYield 58.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl 2-[3-fluoro-4-(N-thiazol-2-ylamino)phenyl]propionate (11.l g), methyl iodide (44.5 ml) and ethanol (44.5 ml) is heated at 50°-55° C for 48 hours. The resultant mixture is treated in the same manner as in Example (1) and (2) to give ethyl 2-[3-fluoro-4-(3-methyl-4-thiazolin -2-ylideneamino)phenyl]propionate (6.8 g). (Yield 58.5 %).

Workup

  1. temperatureis heated at 50°-55° C for 48 hours

Sources & evidence

ORD record
ord-30ca745fdb8846f7bfa1077c683ae6a3
Source dataset
uspto-grants-1977_04
Patent number
US04018785

Reaction notes

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