2-Aminothiazole → HCID 21500124, compound

HRID 1605156Notes

Reaction equation

HRID 1605156 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]([CH3:18])[C:7](=[O:19])[CH2:6]1)=[O:4].[NH2:20][C:21]1[S:22][CH:23]=[CH:24][N:25]=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:20][C:21]3[S:22][CH:23]=[CH:24][N:25]=3)[CH2:6][C:7](=[O:19])[N:8]([CH3:18])[C:9]=2[CH:16]=1

Participants

4

Reactant 2

HCID 21552-AminothiazoleHCID 53954039HCID 53954039, compound

Product 1

HCID 21500124HCID 21500124, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The mixture of 23.0 g of 8-chloro-1-methyl-2,3,4,5-tetrahydro-1-benzazepine-2,5-dione-4-carboxylic acid methyl ester, 8.9 g of 2-aminothiazole and 360 ml of toluene is distilled for 20 hours so that after collecting 100 ml of toluene each, this amount is returned to the reaction mixture. It is finally concentrated to a volume of 150 ml, the resulting suspension cooled with ice, filtered and the residue recrystallized from chloroform-acetonitrile, to yield the 8-chloro-1-methyl-4-(2-thiazolylcarbamoyl)-2,3,4,5-tetrahydro-1-benzazepine-2,5-dione of the formula ##SPC3##

Workup

  1. distillationis distilled for 20 hours so
  2. customthat after collecting 100 ml of toluene each, this amount
  3. concentrationIt is finally concentrated to a volume of 150 ml
  4. temperaturethe resulting suspension cooled with ice
  5. filtrationfiltered
  6. customthe residue recrystallized from chloroform-acetonitrile

Sources & evidence

ORD record
ord-7a3f6f59ecc24f348f7dea2532d13675
Source dataset
uspto-grants-1976_04
Patent number
US03949081

Reaction notes

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