Sodium Nitrite → HCID 19907222, compound

HRID 2371422Notes

Reaction equation

HRID 2371422 reaction equation
[N:1]([O-])=O.[Na+].[S:5]([C:9]1[S:25][C:12]2[S:13](=[O:24])(=[O:23])[CH:14]([CH2:18][C:19]([NH:21][NH2:22])=[O:20])[C:15](=[O:17])[NH:16][C:11]=2[CH:10]=1)(=[O:8])(=[O:7])[NH2:6]>O.Cl>[O:17]=[C:15]1[CH:14]([CH2:18][C:19]([N:21]=[N+:22]=[N-:1])=[O:20])[S:13](=[O:23])(=[O:24])[C:12]2[S:25][C:9]([S:5](=[O:7])(=[O:8])[NH2:6])=[CH:10][C:11]=2[NH:16]1

Participants

5

Reactant 2

HCID 23668193Sodium NitriteHCID 67905363HCID 67905363, compound

Product 1

HCID 19907222HCID 19907222, compoundYield 57.5%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

A solution of sodium nitrite (0.34 g, 5 mmol) in water (10 ml) was added slowly to a cold (0°-5° C. suspension of (2,3-dihydro-6-sulfamoyl-2,4,4-trioxo-1H-thieno[2,3-b][1,4]thiazin-3-yl)acetic acid hydrazide (1.75 g, 5 mmol) in 1N HCl (150 ml). The reaction mixture was stirred for 0.5 hours in the cold and the resulting solid was collected, rinsed with water and air-dried to yield 1.05 g (2,3-dihydro-2,4,4-trioxo-6-sulfamoyl-1H-thieno-[2,3-b][1,4]thiazin-3-yl)acetyl azide.

Workup

  1. customwas collected
  2. washrinsed with water
  3. customair-dried

Sources & evidence

ORD record
ord-90dda8f688e34e06a441b6238f8a9469
Source dataset
uspto-grants-1992_03
Patent number
US05093332

Reaction notes

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