Diethyl Ether → HCID 10416740, compound

HRID 484617Notes

Reaction equation

HRID 484617 reaction equation
[Br:1]CCC1[CH:5]=[C:6]([CH2:10][C:11]([NH:13][CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([O: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][CH2:35][CH3:36])=[CH:18][CH:17]=2)=O)[CH:7]=[CH:8][CH:9]=1.[CH3:37][C:38]1[S:42][CH:41]=[N:40][CH:39]=1.[CH3:43][CH2:44][O:45]CC>C1(C)C=CC=CC=1>[Br-:1].[C:44]([N:13]([CH2:14][CH2:15][C:16]1[CH:17]=[CH:18][C:19]([O: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][CH2:35][CH3:36])=[CH:20][CH:21]=1)[C:11]1[CH:10]=[C:6]([CH2:5][N+:40]2[CH:39]=[C:38]([CH3:37])[S:42][CH:41]=2)[CH:7]=[CH:8][CH:9]=1)(=[O:45])[CH3:43]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 1379805-MethylthiazoleHCID 867470543-(bromoethyl)phenyl-N-[2-[4-(tetradecyloxy)phenyl]ethyl]acetamide

Product 1

HCID 10416740HCID 10416740, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 2.5 g of N-[3-(bromoethyl)phenyl-N-[2-[4-(tetradecyloxy)phenyl]ethyl]acetamide and 2.28 g of 5-methylthiazole in 50 ml of toluene is refluxed for 5 hours, cooled and ether added. The solid is collected by centrifugation and washed several times with ether then vacuum dried to give 1.8 g of the desired product as a white solid, m.p. 136°-140° C.

Workup

  1. temperatureis refluxed for 5 hours
  2. temperaturecooled
  3. customThe solid is collected by centrifugation
  4. washwashed several times with ether
  5. customvacuum dried

Sources & evidence

ORD record
ord-87513f48da8d4f5aa97ea004ad546810
Source dataset
uspto-grants-1993_07
Patent number
US05231182

Reaction notes

Loading…