Ammonia → HCID 178456964, compound

HRID 1066105Notes

Reaction equation

HRID 1066105 reaction equation
[NH3:1].[CH:2]([NH:5][C:6]1[NH:11][C:10]2[CH:12]=[C:13]([CH2:16][C:17](OCC)=[O:18])[CH:14]=[CH:15][C:9]=2[S:8](=[O:23])(=[O:22])[N:7]=1)([CH3:4])[CH3:3].[C-]#N.[Na+]>CO>[CH:2]([NH:5][C:6]1[NH:11][C:10]2[CH:12]=[C:13]([CH2:16][C:17]([NH2:1])=[O:18])[CH:14]=[CH:15][C:9]=2[S:8](=[O:23])(=[O:22])[N:7]=1)([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 8929Sodium CyanideHCID 178470588HCID 178470588, compound

Product 1

HCID 178456964HCID 178456964, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
57.5 °C

Procedure

Ammonia gas was passed through a solution of ethyl (3-isopropylamino-1,1-dioxo-1,4-dihydro-1λ6,2,4-benzothiadiazin-6-yl)acetate (0.20 g) and sodium cyanide (20 mg) in 10 ml of methanol at room temperature for 5 min. The solution was heated at 55-60° C. in a sealed flask overnight. The solvent was removed in vacuo and the residue was treated with 25 ml of water. On standing, a crystalline precipitate was formed. The crystals were filtered off and dried to give the title compound; m.p. 321-325° C.

Workup

  1. customThe solvent was removed in vacuo
  2. additionthe residue was treated with 25 ml of water
  3. customa crystalline precipitate was formed
  4. filtrationThe crystals were filtered off
  5. customdried

Sources & evidence

ORD record
ord-e3f73ce672ff435dafeb536a1850cadc
Source dataset
uspto-grants-2001_06
Patent number
US06242443B1

Reaction notes

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