Acrylamide → HCID 86738173, compound

HRID 1660307Notes

Reaction equation

HRID 1660307 reaction equation
[CH2:1]([N:4]([CH2:13][CH:14]=[CH2:15])[CH:5]=[CH:6][CH:7]=[C:8]([C:11]#[N:12])[C:9]#[N:10])[CH:2]=[CH2:3].C(N)C=C.C(N)(=[O:23])C=C.NC=CC=C(C#N)C#N>C(O)C.Cl.CC(C)=O>[C:9]([NH2:10])(=[O:23])[C:8]([CH3:11])=[CH2:7].[CH2:1]([N:4]([CH:5]=[CH:6][CH:7]=[C:8]([C:9]#[N:10])[C:11]#[N:12])[CH2:13][CH:14]=[CH2:15])[CH:2]=[CH2:3]

Participants

8

Reactant 4

HCID 6579AcrylamideHCID 7853AllylamineHCID 53724731{3-[Di(prop-2-en-1-yl)amino]prop-2-en-1-ylidene}propanedinitrileHCID 76223853HCID 76223853, compound

Product 1

HCID 86738173HCID 86738173, compound

Reagents, catalysts & solvents 3

HCID 180AcetoneSolventHCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent2×

Conditions

Temperature
90 °C

Procedure

40 g of intermediate (A) and 10.6 g of allylamine in 580 ml of ethanol and 19.6 ml of 37% hydrochloric acid were dissolved in a flask provided with a stirrer and reflux condenser. Under stirring and raising the mixture temperature up to 90° C., a solution of 107.7 g of acrylamide and 4.2 g of 2.2'-azobisisobutyrronitrile in 648 ml of ethanol was added thereto. The reaction mixture was kept at 90° C. for 20 hours and then poured into 2 liters of acetone; the precipitated product was grinded and washed upon decantation with one liter of acetone, filtered and dried. 108.6 g of a water soluble product were obtained, containing about 10% w/w of aminoallylidenmalononitrile moieties.

Workup

  1. customprovided with a stirrer
  2. temperaturereflux condenser
  3. customthe precipitated product was grinded
  4. washwashed upon decantation with one liter of acetone
  5. filtrationfiltered
  6. customdried
  7. custom108.6 g of a water soluble product were obtained

Sources & evidence

ORD record
ord-a60e6d99b61b434c860080d62dc466b7
Source dataset
uspto-grants-1981_12
Patent number
US04307183

Reaction notes

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