Diethyl Ether → HCID 12923100, compound

HRID 1702588Notes

Reaction equation

HRID 1702588 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([CH2:6][O:7][C:8]2[CH:17]=[CH:16][C:11]([C:12](=O)[CH2:13]Cl)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[NH2:20][C:21]([NH2:23])=[S:22].CCOCC>C(O)C>[NH2:23][C:21]1[S:22][CH:13]=[C:12]([C:11]2[CH:16]=[CH:17][C:8]([O:7][CH2:6][C:5]3[CH:18]=[CH:19][C:2]([Cl:1])=[CH:3][CH:4]=3)=[CH:9][CH:10]=2)[N:20]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 2723790ThioureaHCID 13050589HCID 13050589, compound

Product 1

HCID 12923100HCID 12923100, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 8.0 g portion of 4-(4-chlorobenzyloxy)phenacyl chloride and 2.3 g of thiourea were stirred in 70 ml of ethanol under reflux for 1 hour. After cooling, 100 ml of ether was added, and the precipitating crystals were recovered by filtration, resulting in 7.8 g (82.1%) of hydrochloride of 2-amino-4-[4-(4-chlorobenzyloxy) phenyl]thiazole. Recrystallized from 80% ethanol m.p., 248°-250° C.

Workup

  1. temperatureunder reflux for 1 hour
  2. temperatureAfter cooling
  3. filtrationthe precipitating crystals were recovered by filtration

Sources & evidence

ORD record
ord-6af794569813435da4bf0a8d10fea22e
Source dataset
uspto-grants-1982_09
Patent number
US04348403

Reaction notes

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