Sodium Nitrite → HCID 21941486, compound

HRID 2216606Notes

Reaction equation

HRID 2216606 reaction equation
Cl.[S:2]1[CH2:7][CH2:6][CH:5]([C:8]([OH:10])=[O:9])[NH:4][CH2:3]1.[N:11]([O-])=[O:12].[Na+]>CC(O)=O.O>[N:11]([N:4]1[CH:5]([C:8]([OH:10])=[O:9])[CH2:6][CH2:7][S:2][CH2:3]1)=[O:12]

Participants

5

Reactant 2

HCID 23668193Sodium NitriteHCID 53398893HCID 53398893, compound

Product 1

HCID 21941486HCID 21941486, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

To a suspension of DL-tetrahydro-1,3-thiazine-4-carboxylic acid hydrochloride (48.6 g, 0.26 mol) in 666 mL of AcOH was added to the solution of 27.4 g (0.40 mol) of NaNO2 in 333 mL of water over 16 min at room temperature and stirred for 3 h. The solution was concentrated under reduced pressure. Acetone (300 mL) was added to the residue and the precipitate was filtered off. The filtrate was concentrated under reduced pressure to dryness and crude 3-nitroso[1,3]thiazinane-4-carboxylic acid was obtained as brown amorphous solid.

Workup

  1. concentrationThe solution was concentrated under reduced pressure
  2. additionAcetone (300 mL) was added to the residue
  3. filtrationthe precipitate was filtered off
  4. concentrationThe filtrate was concentrated under reduced pressure to dryness

Sources & evidence

ORD record
ord-477b706af96443968fb99fc76dbe66c1
Source dataset
uspto-grants-2006_09
Patent number
US07112582B2

Reaction notes

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