4-Amino-3-[(propan-2-YL)amino]benzoic acid → 3-isopropyl-3H-benzotriazole-5-carboxylic acid
Reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[NH:11][CH:12]([CH3:14])[CH3:13].[N:15]([O-])=O.[Na+]>Cl.O>[CH:12]([N:11]1[C:3]2[CH:4]=[C:5]([C:6]([OH:8])=[O:7])[CH:9]=[CH:10][C:2]=2[N:1]=[N:15]1)([CH3:14])[CH3:13]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
To a stirred, cold (0° C.) mixture of 4-amino-3-isopropylamino-benzoic acid (11 g) in 120 mL of 6 N hydrochloric acid was added drop-wise a solution of 5.9 g of sodium nitrite in 40 mL of water. After 2 hours the solids were collected by filtration, washed with water, and dried to give 9 grams of 3-isopropyl-3H-benzotriazole-5-carboxylic acid.
Workup
- filtrationAfter 2 hours the solids were collected by filtration
- washwashed with water
- customdried
Sources & evidence
- ORD record
- ord-abdfaec897864829b313177504c7942e
- Source dataset
- uspto-grants-2003_12
- Patent number
- US06664395B2
Reaction notes
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