5-Methylthiazole → HCID 10032126, compound

HRID 2227075Notes

Reaction equation

HRID 2227075 reaction equation
[Br:1][CH2:2][C:3]1[CH:4]=[C:5]([N:9]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O: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:17][CH:16]=2)[C:10]([NH:12][CH3:13])=[O:11])[CH:6]=[CH:7][CH:8]=1.[CH3:36][C:37]1[S:41][CH:40]=[N:39][CH:38]=1>C(#N)C.CCOCC>[Br-:1].[CH3:36][C:37]1[S:41][CH:40]=[N+:39]([CH2:2][C:3]2[CH:8]=[CH:7][CH:6]=[C:5]([N:9]([C:10]([NH:12][CH3:13])=[O:11])[CH2:14][C:15]3[CH:20]=[CH:19][C:18]([O: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:17][CH:16]=3)[CH:4]=2)[CH:38]=1

Participants

5

Reactant 2

HCID 1379805-MethylthiazoleHCID 11757165HCID 11757165, compound

Product 1

HCID 10032126HCID 10032126, compoundYield 94.9%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6342AcetonitrileSolvent

Procedure

A mixture of 3.3 g of N-[3-(bromomethyl)phenyl]-N'-methyl-N-[[4-(tetradecyloxy)phenyl]methyl]urea and 2.1 g of 5-methylthiazole in 50 ml of acetonitrile is refluxed under argon for 5 hours. The mixture is allowed to stand at room temperature overnight. The mixture is diluted with ether and the solid collected. The solid is washed several times with ether then vacuum dried to give 3.7 g of the desired product as a white solid, m.p. 124°-126° C.

Workup

  1. temperatureis refluxed under argon for 5 hours
  2. customthe solid collected
  3. washThe solid is washed several times with ether
  4. customvacuum dried

Sources & evidence

ORD record
ord-c66bc4c8ed3941a09151d9d4b92faabc
Source dataset
uspto-grants-1994_09
Patent number
US05350759

Reaction notes

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