5-Methylthiazole → HCID 11764921, compound

HRID 1647604Notes

Reaction equation

HRID 1647604 reaction equation
[Br:1][CH2:2][C:3]1[CH:4]=[C:5]([NH:9][C:10](=[O:36])[CH2:11][O:12][C:13]2[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]=2)[CH:6]=[CH:7][CH:8]=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:5]2[CH:4]=[C:3]([CH2:2][N+:40]3[CH:39]=[C:38]([CH3:37])[S:42][CH:41]=3)[CH:8]=[CH:7][CH:6]=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 10053531HCID 10053531, compound

Product 1

HCID 11764921HCID 11764921, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 1.9 g of N-[3-(bromomethyl)phenyl]-2-[4-(hexadecyloxy)phenoxy]acetamide and 1.68 g of 5-methyl thiazole in 25 ml of toluene is refluxed under argon for 5.5 hours then concentrated to a residue which is mixed with ether and the solid collected by centrifugation then washed several times with ether. The solid is vacuum dried to give 1.7 g of the desired product as a white solid, m.p. 121°-124° C.

Workup

  1. temperatureis refluxed under argon for 5.5 hours
  2. concentrationthen concentrated to a residue which
  3. additionis mixed with ether
  4. customthe solid collected by centrifugation
  5. washthen washed several times with ether
  6. customdried

Sources & evidence

ORD record
ord-3c926be2121e4e9ba94598b0f511a771
Source dataset
uspto-grants-1995_07
Patent number
US05432189

Reaction notes

Loading…