5-Methylthiazole → HCID 14966435, compound

HRID 653791Notes

Reaction equation

HRID 653791 reaction equation
[Br:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][C:10](=[O:36])[CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])=[CH:15][CH:14]=1.[CH3:37][C:38]1[S:42][CH:41]=[N:40][CH:39]=1>C1(C)C=CC=CC=1>[Br-:1].[CH2:20]([O:19][C:16]1[CH:17]=[CH:18][C:13]([O:12][CH2:11][C:10]([NH:9][C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[CH2:2][N+:40]2[CH:39]=[C:38]([CH3:37])[S:42][CH:41]=2)=[O:36])=[CH:14][CH:15]=1)[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]

Participants

4

Reactant 2

HCID 1379805-MethylthiazoleHCID 10007971HCID 10007971, compound

Product 1

HCID 14966435HCID 14966435, compoundYield 80.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 1.8 g of N-[2-(bromomethyl)phenyl]-2-[4-(hexadecyloxy)phenoxy]acetamide and 1.59 g of 5-methyl thiazole in 25 ml of toluene is refluxed under argon for 6 hours. The solvent is evaporated to a residue which is stirred with ether and the solid collected by centrifugation, washed with ether and vacuum dried to give 1.7 g of the desired product as an off-white solid, m.p. 121°-124° C.

Workup

  1. temperatureis refluxed under argon for 6 hours
  2. customThe solvent is evaporated to a residue which
  3. customthe solid collected by centrifugation
  4. washwashed with ether and vacuum
  5. customdried

Sources & evidence

ORD record
ord-b1352889b6274acaacab95c5ef25f192
Source dataset
uspto-grants-1992_07
Patent number
US05128351

Reaction notes

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