Dimethylformamide → HCID 178517144, compound

HRID 444171Notes

Reaction equation

HRID 444171 reaction equation
[C:1]([C:3]1[CH:18]=[CH:17][C:6]2[C:7](=[O:16])[NH:8][C:9]3[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=3[S:11][C:5]=2[CH:4]=1)#[N:2].[N-:19]=[N+:20]=[N-:21].[Na+].[Cl-].[NH4+].CN(C)C=O>O.C(=O)([O-])[O-].[Na+].[Na+]>[NH:19]1[C:1]([C:3]2[CH:18]=[CH:17][C:6]3[C:7](=[O:16])[NH:8][C:9]4[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=4[S:11][C:5]=3[CH:4]=2)=[N:2][N:21]=[N:20]1

Participants

7

Reactant 4

HCID 6228DimethylformamideHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 23464473HCID 23464473, compound

Product 1

HCID 178517144HCID 178517144, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 10340Sodium CarbonateSolvent

Procedure

Heat a mixture of 800 mg. of 3-cyano-10,11-dihydro-11-oxodibenzo[b,f][1,4]thiazepine, 293 mg. of sodium azide and 265 mg. of ammonium chloride in 25 ml. of dimethylformamide at 130°-135° C. for 6 hours. Dilute the mixture with water and excess sodium carbonate. Extract with ethyl acetate. Acidify the aqueous phase and separate the precipitate by filtration to obtain the title product.

Workup

  1. temperatureHeat
  2. additiona mixture of 800 mg
  3. extractionExtract with ethyl acetate
  4. customseparate the precipitate
  5. filtrationby filtration

Sources & evidence

ORD record
ord-1db9d1f528b848b4a84e96ba52e43ac4
Source dataset
uspto-grants-1981_04
Patent number
US04263207

Reaction notes

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