Ammonia → HCID 14180037, compound
Reaction equation
[CH3:1][N:2]1[C:6]2[C:7]([S:11](Cl)(=[O:13])=[O:12])=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[N:3]1.[NH3:15].[OH-].[NH4+].Cl>[Cl-].[Na+].O.O1CCCC1>[CH3:1][N:2]1[C:6]2[C:7]([S:11]([NH2:15])(=[O:13])=[O:12])=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[N:3]1Participants
7
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Procedure
To a stirred solution of 1.5 g of 1-methyl-1H-benzotriazole-7-sulfonyl chloride and 75 mL of tetrahydrofuran at 0° C. was added 5 mL of ammonia under an inert atmosphere. The resulting suspension was stirred at ambient temperature for 15 hours. Concentrated ammonium hydroxide (10 mL) and brine (10 mL) were added. The aqueous layer was adjusted to pH 7 with concentrated hydrochloric acid and was extracted with ethyl acetate. The combined organic extracts were dried over magnesium sulfate, filtered, and stripped to afford 1.38 g of the title compound as a white solid, m.p. 198°-200° C.
Workup
- extractionwas extracted with ethyl acetate
- dry with materialThe combined organic extracts were dried over magnesium sulfate
- filtrationfiltered
Sources & evidence
- ORD record
- ord-a6ae560cc9be4c4e8688f91011d3c270
- Source dataset
- uspto-grants-1989_08
- Patent number
- US04854962
Reaction notes
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