Ammonia → HCID 14180037, compound

HRID 1252853Notes

Reaction equation

HRID 1252853 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]1

Participants

7

Reactant 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 14750019114322-16-6

Product 1

HCID 14180037HCID 14180037, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 57417360Sodium chloride; waterSolvent

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

  1. extractionwas extracted with ethyl acetate
  2. dry with materialThe combined organic extracts were dried over magnesium sulfate
  3. filtrationfiltered

Sources & evidence

ORD record
ord-0f2edb2bd81d4435ac1cea05e26b6b11
Source dataset
uspto-grants-1988_05
Patent number
US04746356

Reaction notes

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