Hydrochloric Acid → HCID 178455624, compound

HRID 1598572Notes

Reaction equation

HRID 1598572 reaction equation
[CH2:1]([S:5]([NH:8][CH:9]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:18]3[CH:19]=[CH:20][C:21](=[O:27])[N:22]([CH2:24][C:25]#[N:26])[N:23]=3)[CH:15]=2)[CH2:10]1)(=[O:7])=[O:6])[CH2:2][CH2:3][CH3:4].[N-:28]=[N+:29]=[N-:30].[Na+].[Cl-].[NH4+].Cl>CN(C)C=O.O>[CH2:1]([S:5]([NH:8][CH:9]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:18]3[CH:19]=[CH:20][C:21](=[O:27])[N:22]([CH2:24][C:25]4[NH:30][N:29]=[N:28][N:26]=4)[N:23]=3)[CH:15]=2)[CH2:10]1)(=[O:6])=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 18929762HCID 18929762, compound

Product 1

HCID 178455624HCID 178455624, compoundYield 88.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
95 °C

Procedure

To 2.23 g of 2-n-butylsulfonylamino-5-[2-cyanomethylpyridazin-3(2H)-on-6-yl]indane dissolved in 45 ml of dimethylformamide were added 1.8 g of sodium azide and 1.5 g of ammonium chloride, and the mixture was stirred at 95° C. for 3.5 hours. After cooling, water was added to the reaction mixture, and the mixture was made acidic with 10% hydrochloric acid. Crystals precipitated were collected by filtration, dried and then recrystallized from methanol to obtain 2.19 g of 2-n-butylsulfonylamino-5-[2-(5-tetrazolyl)methylpyridazin-3(2H)-on-6-yl]indane.

Workup

  1. temperatureAfter cooling
  2. customCrystals precipitated
  3. filtrationwere collected by filtration
  4. customdried
  5. customrecrystallized from methanol

Sources & evidence

ORD record
ord-fb23e3158a0f446ca48cc67b19ce0514
Source dataset
uspto-grants-1998_04
Patent number
US05739132

Reaction notes

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