2-Aminothiazole → HCID 21500134, compound

HRID 1729628Notes

Reaction equation

HRID 1729628 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-40ae97e7ed1b4b68816899a7ef5317d3
Source dataset
uspto-grants-1976_11
Patent number
US03989689

Reaction notes

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