Isopropanol → HCID 1831259, compound

HRID 1995448Notes

Reaction equation

HRID 1995448 reaction equation
[CH2:1]([N:3]([CH2:18][CH3:19])[C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[C:9]([C:15](=[S:17])[NH2:16])[C:10](=[O:14])[O:11]2)=[CH:6][CH:5]=1)[CH3:2].Br[CH2:21][C:22]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=O.C(O)(C)C>C(N(CC)CC)C>[CH2:18]([N:3]([CH2:1][CH3:2])[C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[C:9]([C:15]3[S:17][CH:21]=[C:22]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[N:16]=3)[C:10](=[O:14])[O:11]2)=[CH:6][CH:5]=1)[CH3:19]

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 6259Phenacyl bromideHCID 10778845HCID 10778845, compound

Product 1

HCID 1831259HCID 1831259, compoundYield 80.6%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

8.3 parts of 7-diethylamino-3-thiocarbamoylcoumarin and 7 parts of ω-bromo-acetophenone in 30 parts by volume of isopropyl alcohol are boiled with 3 parts of triethylamine for 1 hour. The precipitate is filtered off and washed with isopropyl alcohol and water. 9.1 parts (80.6% of theory) of 7-diethylamino-3-(4-phenylthiazol-2-yl)-coumarin of melting point 127°-130° C. are obtained.

Workup

  1. filtrationThe precipitate is filtered off
  2. washwashed with isopropyl alcohol and water

Sources & evidence

ORD record
ord-3bc344064c9f4676988cb54e30fd39eb
Source dataset
uspto-grants-1983_09
Patent number
US04404389

Reaction notes

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