Acetic Anhydride → N-(1-Acetyl-1H-benzotriazol-5-yl)-acetamide

HRID 17775

Reaction equation

HRID 17775 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]2[NH:6][N:7]=[N:8][C:4]=2[CH:3]=1.C1C=[C:15]2[C:17](C(O)(O)C(=O)C2=CC=1)=[O:18].[C:24](OC(=O)C)(=[O:26])[CH3:25]>>[C:17]([N:6]1[C:5]2[CH:9]=[CH:10][C:2]([NH:1][C:24](=[O:26])[CH3:25])=[CH:3][C:4]=2[N:8]=[N:7]1)(=[O:18])[CH3:15]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 10236NinhydrinHCID 178507366HCID 178507366, compound

Product 1

HCID 59344501N-(1-Acetyl-1H-benzotriazol-5-yl)-acetamide

Procedure

A solution of 5-amino-1H-benzotriazole (1.07 g, 8 mmol) in acetic anhydride (50 ml, excess) was stirred at 90° C. for two hours, by which time TLC (A) and ninhydrin development indicated conversion of starting materials. Excess acetic anhydride and acetic acid were removed in vacuo to afford [18] as an off white solid. Rf (A) 0.48; m/z (FAB) 219.08632 [(M+H)+ calc. for C10H11N4O2 219.08820].

Workup

  1. customExcess acetic anhydride and acetic acid were removed in vacuo

Sources & evidence

ORD record
ord-f9011c19101a490c8fd24c8be60a3ab0
Source dataset
uspto-grants-2010_06
Patent number
US07741102B2

Linked notes

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