Hydrochloric Acid → (3R)-4-nitrosothiomorpholine-3-carboxylic acid

HRID 1158869

Reaction equation

HRID 1158869 reaction equation
[N:1]([O-:3])=O.[Na+].Cl.[NH:6]1[CH2:11][CH2:10][S:9][CH2:8][C@H:7]1[C:12]([OH:14])=[O:13]>>[N:1]([N:6]1[CH2:11][CH2:10][S:9][CH2:8][C@H:7]1[C:12]([OH:14])=[O:13])=[O:3]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 1152541(R)-thiomorpholine-3-carboxylic acidHCID 23668193Sodium Nitrite

Product 1

HCID 58700709(3R)-4-nitrosothiomorpholine-3-carboxylic acid

Procedure

NaNO2 (3.14 g) was added to the 1 mol/L HCl (33.7 mL) solution of (3R)-thiomorpholine-3-carboxylic acid (4.96 g) under a nitrogen atmosphere at 0° C. and stirred for 0.5 h. The solution was extracted with CHCl3 (5 times) and the organic layer was washed with brine. The mixture was dried over MgSO4 and concentrated under reduced pressure to afford crude (3R)-4-nitrosothiomorpholine-3-carboxylic acid as pale yellow crystals.

Workup

  1. extractionThe solution was extracted with CHCl3 (5 times)
  2. washthe organic layer was washed with brine
  3. dry with materialThe mixture was dried over MgSO4
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a204133015fc4a3c8e0fe9fe93a67ce5
Source dataset
uspto-grants-2010_10
Patent number
US07812014B2

Linked notes

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