Sulfuric Acid → HCID 20563131, compound

HRID 1155200Notes

Reaction equation

HRID 1155200 reaction equation
[C:1]([CH2:3][C:4]([OH:6])=[O:5])#[N:2].S(=O)(=O)(O)[OH:8].[CH2:12]([NH:14][C:15](=[O:18])[CH:16]=[CH2:17])O>O>[C:15]([NH:14][CH2:12][CH:3]([C:1]([NH2:2])=[O:8])[C:4]([OH:6])=[O:5])(=[O:18])[CH:16]=[CH2:17]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 9740Cyanoacetic acid2×HCID 13543N-Methylolacrylamide2×

Product 1

HCID 20563131HCID 20563131, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 500 ml. reactor equipped with mechanical stirrer, nitrogen inlet, condenser, thermometer and addition funnel is charged with 102.0 grams (1.2 equivalents) of cyanoacetic acid and 225.0 grams (2.2 equivalents) of concentrated sulfuric acid. Stirring is begun and nitrogen is blanketed over the stirred solution. The reactor is then placed in a water bath to provide temperature control. Upon dissolution of the cyanoacetic acid, the solution temperature is adjusted to 25° C. and 101.0 grams (0.6 equivalents) of a 60 percent by weight active aqueous solution of N-methylol acrylamide is added dropwise through the addition funnel while agitation continues. The rate of addition and water bath temperature are adjusted so that the reacting materials are maintained at 30° C.±2° C. The addition takes approximately 1.5 hours. After completion of the N-methylol acrylamide addition, the reacting materials are maintained at 30° C.±2° C. with agitation for an additional 1.5 hours for the completion of the reaction.

Workup

  1. customreactor equipped with mechanical stirrer, nitrogen inlet, condenser
  2. additionthermometer and addition funnel
  3. customThe reactor is then placed in a water bath
  4. customto provide temperature control
  5. customis adjusted to 25° C.
  6. temperatureare maintained at 30° C.±2° C
  7. additionThe addition
  8. temperaturethe reacting materials are maintained at 30° C.±2° C. with agitation for an additional 1.5 hours for the completion of the reaction

Sources & evidence

ORD record
ord-d0290e7cfc3748beb12f3f51c76c1c82
Source dataset
uspto-grants-1981_11
Patent number
US04299979

Reaction notes

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