Sodium Hydroxide → 5-(3-Imidazol-1-yl-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-ylamine

HRID 601613Notes

Reaction equation

[N:1]1([C:6]2[CH:7]=[C:8]([C:16]3[S:20][C:19]([NH:21]C(=O)C)=[N:18][C:17]=3[CH3:25])[CH:9]=[CH:10][C:11]=2[S:12]([CH3:15])(=[O:14])=[O:13])[CH:5]=[CH:4][N:3]=[CH:2]1.[OH-].[Na+]>Cl>[N:1]1([C:6]2[CH:7]=[C:8]([C:16]3[S:20][C:19]([NH2:21])=[N:18][C:17]=3[CH3:25])[CH:9]=[CH:10][C:11]=2[S:12]([CH3:15])(=[O:14])=[O:13])[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

Conditions

Temperature: 100 °C

Procedure

N-[5-(3-Imidazol-1-yl-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-acetamide (AF2) (5.0 g, 13 mmol) is dissolved in 7M HCl (50 ml) and the solution is heated at 100° C. for 3 h. When cool the solution is brought to pH 8 by addition of aqueous NaOH whereupon the titled product precipitates. This is washed with ethanol followed by EtOAc, Et2O and dried.

Workup

temperatureWhen cool the solution

Sources & evidence

ORD record: ord-f41c8ea56385489ab263e620d8514ed2
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07902375B2

Reaction notes

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