Sodium Nitrite → HCID 21941486, compound

HRID 1158903Notes

Reaction equation

HRID 1158903 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-65f1e36e3b6c47438be1fd93996110b5
Source dataset
uspto-grants-2010_10
Patent number
US07812014B2

Reaction notes

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