2-Aminothiazole → HCID 21500134, compound

HRID 1605163Notes

Reaction equation

HRID 1605163 reaction equation
CO[C:3]([CH:5]1[C:11](=[O:12])[C:10]2[CH:13]=[CH:14][C:15]([Cl:17])=[CH:16][C:9]=2[N:8]([CH2:18][CH2:19][CH2:20][CH3:21])[C:7](=[O:22])[CH2:6]1)=[O:4].[NH2:23][C:24]1[S:25][CH:26]=[CH:27][N:28]=1>C1(C)C=CC=CC=1>[Cl:17][C:15]1[CH:14]=[CH:13][C:10]2[C:11](=[O:12])[CH:5]([C:3](=[O:4])[NH:23][C:24]3[S:25][CH:26]=[CH:27][N:28]=3)[CH2:6][C:7](=[O:22])[N:8]([CH2:18][CH2:19][CH2:20][CH3:21])[C:9]=2[CH:16]=1

Participants

4

Reactant 2

HCID 21552-AminothiazoleHCID 54245367HCID 54245367, compound

Product 1

HCID 21500134HCID 21500134, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The mixture of 3.8 g of 8-chloro-1-n-butyl-2,3,4,5-tetrahydro-1-benzazepine-2,5-dione-4-carboxylic acid methyl ester, 1.17 g of 2-aminothiazole and 70 ml of toluene is distilled for 20 hours so that after collecting 25 ml of toluene each, this amount is returned to the reaction mixture. It is finally concentrated to a small volume, the resulting suspension cooled with ice, filtered and the residue recrystallized from chloroform-acetonitrile, to yield the 8-chloro-1-n-butyl-4-(2-thiazolylcarbamoyl)-2,3,4,5-tetrahydro-1-benzazepine-2,5-dione melting at 238° to 240°.

Workup

  1. distillationis distilled for 20 hours so
  2. customthat after collecting 25 ml of toluene each, this amount
  3. concentrationIt is finally concentrated to a small volume
  4. temperaturethe resulting suspension cooled with ice
  5. filtrationfiltered
  6. customthe residue recrystallized from chloroform-acetonitrile

Sources & evidence

ORD record
ord-cd0ff30eec2a40799650dcfbd5ea8250
Source dataset
uspto-grants-1976_04
Patent number
US03949081

Reaction notes

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