Acetylthiourea → N-(4-[3-(2-hydroxyethyl)phenyl]-1,3-thiazol-2-yl}acetamide

HRID 1246547Notes

Reaction equation

Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH2:11][CH2:12][OH:13])[CH:6]=1)=O.[C:14]([NH:17][C:18]([NH2:20])=[S:19])(=[O:16])[CH3:15]>O1CCCC1>[OH:13][CH2:12][CH2:11][C:7]1[CH:6]=[C:5]([C:3]2[N:20]=[C:18]([NH:17][C:14](=[O:16])[CH3:15])[S:19][CH:2]=2)[CH:10]=[CH:9][CH:8]=1

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of 2-bromo-1-[3-(2-hydroxyethyl)phenyl]ethanone (crude, 658 mg) in tetrahydrofuran (15 ml) was added 1-acetyl-2-thiourea (320 mg) at 25° C. The mixture was stirred at 60° C. for 2 h. The residual colorless crystals were collected by filtration. The crystals were washed with isopropyl ether, dried under reduced pressure to give N-{4-[3-(2-hydroxyethyl)phenyl]-1,3-thiazol-2-yl}acetamide (514 mg) as a colorless crystal.

Workup

filtrationThe residual colorless crystals were collected by filtration
washThe crystals were washed with isopropyl ether
customdried under reduced pressure

Sources & evidence

ORD record: ord-ef312075cf6941d3a9d8f7a0ab070f1e
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07125901B2

Reaction notes

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