Hydrochloric Acid → HCID 20202546, compound

HRID 978320Notes

Reaction equation

HRID 978320 reaction equation
[C:1]([NH2:5])(=[O:4])[CH:2]=[CH2:3].[SH:6][CH2:7][C:8]([OH:10])=[O:9].[OH-:11].[Na+].Cl.[CH2:14]=O>O>[C:8]([CH2:7][S:6][CH2:3][CH2:2][C:1]([NH:5][CH2:14][OH:11])=[O:4])([OH:10])=[O:9]

Participants

7

Conditions

Temperature
98 °C

Procedure

To a solution of 106.6 parts (1.5 moles) of acrylamide in 250 parts of deionised water are added, over 10 minutes, 138 parts (1.5 moles) of mercaptoacetic acid. The temperature of the reaction mixture rises to 35° C. in the course of the ensuing exothermic reaction. When the addition of the mercaptoacetic acid is complete, the pH of the reaction mixture is adjusted to 10.0 by addition of 100 parts of 30% aqueous sodium hydroxide solution. The reaction mixture is then heated to reflux temperature of about 98° C. and kept for one hour at this temperature and at pH 10.0, if necessary by adding sodium hydroxide solution in portions, and subsequently cooled to 20° C. The pH of the reaction mixture is lowered from the original value of 10.0 to 9.5 by addition of aqueous 1N hydrochloric acid solution. Then 45 parts (1.5 moles) of paraformaldehyde are added to the reaction mixture, which is thereafter heated to 50° C. and kept at this temperature for 16 hours. Yield: 284 parts of a 45% aqueous, slightly viscous yellowish solution of the methylolated reaction product of formula ##STR11##

Workup

  1. customThe temperature of the reaction mixture rises to 35° C. in the course of the ensuing exothermic reaction
  2. temperatureThe reaction mixture is then heated
  3. temperaturesubsequently cooled to 20° C
  4. temperatureis thereafter heated to 50° C.
  5. waitkept at this temperature for 16 hours

Sources & evidence

ORD record
ord-8839f1a370ab49cc9e4bcbd432a39b55
Source dataset
uspto-grants-1987_05
Patent number
US04664806

Reaction notes

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