Malonic Acid → 37631-93-9

HRID 1704630Notes

Reaction equation

HRID 1704630 reaction equation
[S:1]1[CH2:6][CH2:5][C:4](=O)[CH2:3][CH2:2]1.[C:8]([OH:14])(=[O:13])[CH2:9]C(O)=O.C([O-])(=O)C.[NH4+:19]>C(O)C>[NH2:19][C:4]1([CH2:9][C:8]([OH:14])=[O:13])[CH2:5][CH2:6][S:1][CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 867Malonic AcidHCID 66173Tetrahydrothiopyran-4-oneHCID 517165Ammonium Acetate

Product 1

HCID 2275808837631-93-9

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-thiacyclohexan-4-one, (17.4 g), was added to malonic acid (17.1 g), and ammonium acetate, (23.1 g), in ethyl alcohol (300 ml.). This slurry was heated to give a solid mass which on further heating gave a suspension. Heating was continued for a further 4 hours at reflux and then filtered hot to give 4-amino-1-thiacyclohexan-4-yl acetic acid, [(14.17 g), m.p. 232°-235°(d), found C. 47.6; H, 7.5; N, 8.0; S, 18.6; C7H13NO2S requires C, 48.0; H, 7.5; N, 8.0; S, 18.3%].

Workup

  1. temperatureThis slurry was heated
  2. customto give a solid mass which
  3. temperatureon further heating
  4. customgave a suspension
  5. temperatureHeating
  6. temperatureat reflux
  7. filtrationfiltered hot

Sources & evidence

ORD record
ord-b4a07e2f8b71446b86e4cba521886197
Source dataset
uspto-grants-1978_11
Patent number
US04127570

Reaction notes

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