2-Methyl-2-thiopseudourea → C5H5N3O3S

HRID 1733358Notes

Reaction equation

HRID 1733358 reaction equation
[CH3:1][S:2][C:3](=[NH:5])[NH2:4].[OH-].[Na+].C([O:10][C:11](=O)[C:12](=[CH:16]OCC)[N+:13]([O-:15])=[O:14])C>O>[OH:10][C:11]1[C:12]([N+:13]([O-:15])=[O:14])=[CH:16][N:4]=[C:3]([S:2][CH3:1])[N:5]=1

Participants

5

Reactant 3

HCID 51422-Methyl-2-thiopseudoureaHCID 14798Sodium HydroxideHCID 54104329Ethyl 3-ethoxy-2-nitroprop-2-enoate

Product 1

HCID 178503473C5H5N3O3S

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

104.5 gm of S-methyl-isothiourea (0.75 mol) and 53.3 gm (1.333 mol) of sodium hydroxide solution are stirred together for 10 minutes in 350 ml of water. 114.5 gm (0.605 mol) of ethyl-ethoxymethylene-nitroacetate are then slowly added thereto, the temperature being kept at 20° C. by cooling. The precipitate is extracted and washed with a little ice-cold water. It is dissolved in approximately 9 liters of hot water and acidified with concentrated hydrochloric acid with cooling. The precipitated product is extracted and washed with ether.

Workup

  1. custombeing kept at 20° C.
  2. temperatureby cooling
  3. extractionThe precipitate is extracted
  4. washwashed with a little ice-cold water
  5. dissolutionIt is dissolved in approximately 9 liters of hot water
  6. temperaturewith cooling
  7. extractionThe precipitated product is extracted
  8. washwashed with ether

Sources & evidence

ORD record
ord-de522bd087794e46900e4a1b266e5129
Source dataset
uspto-grants-1980_12
Patent number
US04241056

Reaction notes

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