Diethyl Ether → HCID 10416740, compound

HRID 653793Notes

Reaction equation

HRID 653793 reaction equation
[Br:1]CC1[CH:4]=[C:5]([CH2:9][C:10]([NH:12][CH2:13][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)=O)[CH:6]=[CH:7][CH:8]=1.[CH3:36][C:37]1[S:41][CH:40]=[N:39][CH:38]=1.[CH3:42][CH2:43][O:44]CC>C1(C)C=CC=CC=1>[Br-:1].[C:43]([N:12]([CH2:13][CH2:14][C:15]1[CH:16]=[CH:17][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:19][CH:20]=1)[C:10]1[CH:9]=[C:5]([CH2:4][N+:39]2[CH:38]=[C:37]([CH3:36])[S:41][CH:40]=2)[CH:6]=[CH:7][CH:8]=1)(=[O:44])[CH3:42]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 1379805-MethylthiazoleHCID 867453663-(bromomethyl)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 N-[3-(bromomethyl)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-1caa5a8c99d548a3a88999db66c7cf1e
Source dataset
uspto-grants-1992_07
Patent number
US05128351

Reaction notes

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