5-Methylthiazole → HCID 10031504, compound

HRID 1461936Notes

Reaction equation

HRID 1461936 reaction equation
[Br:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:30]=[CH:31][CH:32]=1)[C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[CH:11][CH:10]=1)=[O:7].[CH3:33][C:34]1[S:38][CH:37]=[N:36][CH:35]=1>C(#N)C>[Br-:1].[CH3:33][C:34]1[S:38][CH:37]=[N+:36]([CH2:2][C:3]2[CH:32]=[CH:31][CH:30]=[C:5]([C:6]([NH:8][C:9]3[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[CH:11][CH:10]=3)=[O:7])[CH:4]=2)[CH:35]=1

Participants

4

Reactant 2

HCID 1379805-MethylthiazoleHCID 9983531HCID 9983531, compound

Product 1

HCID 10031504HCID 10031504, compoundYield 71.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A mixture of 5.5 g of 3-(bromomethyl)-N-[4-(tetradecyloxy)phenyl]benzamide and 3.26 g of 5-methylthiazole in 60 ml of acetonitrile is refluxed under argon for 3 hours. The mixture is poured into 60 ml of acetonitrile and cooled to room temperature. The solid is collected, washed with ether and crystallized from acetonitrile to give 4.7 g of the desired product as a white solid, m.p. 123°-125° C.

Workup

  1. temperatureis refluxed under argon for 3 hours
  2. customThe solid is collected
  3. washwashed with ether
  4. customcrystallized from acetonitrile

Sources & evidence

ORD record
ord-0100ba1fe32142eaa8f26f36e1b848c2
Source dataset
uspto-grants-1991_12
Patent number
US05077409

Reaction notes

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