Formaldehyde → HCID 21288183, compound

HRID 868295Notes

Reaction equation

HRID 868295 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[C:7]([NH2:11])(=[O:10])[CH:8]=[CH2:9].[CH2:12]=[O:13]>O>[OH:13][CH2:12][NH:11][C:7](=[O:10])[CH2:8][CH2:9][N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 6579AcrylamideHCID 8083Morpholine

Product 1

HCID 21288183HCID 21288183, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

Morpholine (348 g) was added over a period of 5 minutes to an aqueous solution of acrylamide (54%; 522 g). External cooling was applied to maintain the temperature of the mixture below 80° C. After 2h, water (394 g) and paraformaldehyde (120 g) was added to the cooled solution. After warming to 50° C., an exothermic reaction caused the temperature to rise to 60° C. and after holding at this temperature for a further 2h, the solution of N-hydroxymethyl-morpholine propanamide thus formed was transferred to a stainless steel reaction vessel and quaternised with methyl chloride gas at 50 p.s.i. for 3h at 80° C. This product was assayed by chloride titration and found to be 55% w/w quaternised intermediate (I).

Workup

  1. temperatureExternal cooling
  2. temperatureto maintain the temperature of the mixture below 80° C
  3. customan exothermic reaction
  4. customto rise to 60° C.

Sources & evidence

ORD record
ord-fd134fcfc84946b59d15ce94d5fccbc7
Source dataset
uspto-grants-1988_10
Patent number
US04778880

Reaction notes

Loading…