Ammonium Hydroxide → HCID 21411392, compound

HRID 1973388Notes

Reaction equation

HRID 1973388 reaction equation
[OH-].[NH4+:2].[C:3]([P:7](=[O:16])([O:12]CC=C)[O:8][CH2:9][CH:10]=[CH2:11])(OC)=[O:4]>>[C:3]([P:7](=[O:16])([O-:12])[O:8][CH2:9][CH:10]=[CH2:11])(=[O:4])[NH2:2].[NH4+:2]

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 21411430HCID 21411430, compound

Product 1

HCID 21411392HCID 21411392, compound

Conditions

Temperature
15 °C

Procedure

A solution of 48.5 parts of 29% aqueous ammonium hydroxide is stirred and cooled with an external ice bath to 15° C. To the cooled solution 22 parts of diallyl carbomethoxyphosphonate is slowly added over a ten-minute period. The mixture turns cloudy, but clears up after about 15 minutes. During this time, the mixture is allowed to warm spontaneously to about 30° C. and stirring is continued for two hours. The clear solution is stripped under reduced pressure (15 mm of Hg) at a water-bath temperature or 70° C. The residue is a white crystalline solid which is recrystallized from absolute ethyl alcohol, giving 12.3 parts of ammonium allyl carbamoylphosphonate, m.p. 160°-162.5° C. Nonaqueous titration either as an acid or a base gives a molecular weight of 182±1.

Workup

  1. temperatureto warm spontaneously to about 30° C.
  2. waitis continued for two hours
  3. customThe clear solution is stripped under reduced pressure (15 mm of Hg) at a water-bath
  4. customtemperature or 70° C
  5. customis recrystallized from absolute ethyl alcohol

Sources & evidence

ORD record
ord-3ccdb2faba124938aeff7b3cf02db417
Source dataset
uspto-grants-1976_12
Patent number
US03997544

Reaction notes

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