Ammonia → HCID 20283572, compound

HRID 462643Notes

Reaction equation

HRID 462643 reaction equation
[P:1](Cl)(Cl)(=[O:7])[O:2][CH2:3][CH2:4][CH2:5][Cl:6].[NH3:10].[NH4+:11].[Cl-]>C(Cl)Cl>[P:1]([NH2:11])([NH2:10])(=[O:7])[O:2][CH2:3][CH2:4][CH2:5][Cl:6]

Participants

5

Reactant 3

HCID 222Ammonia2×HCID 25517Ammonium ChlorideHCID 20283548HCID 20283548, compound

Product 1

HCID 20283572HCID 20283572, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 19.1 g of (0.09 mol) 3-chloropropyl phosphorodichloridate in 25 mL of CH2Cl2 was added to a solution of 10 g of (0.59 mol) NH3 in 150 mL of CH2Cl2 at -15° to -30° C. After the addition, the mixture was allowed to warm slowly to room temperature, while the excess NH3 vented. Filtering gave 24.9 g of crude material consisting of the desired product and NH4Cl (theoretical yield 25.2 g). Pure 3-chloropropyl phosphorodiamidate was obtained by extraction with methylene chloride. The 3-chloropropyl phosphorodiamidate product after drying over P2O5 had mp 111°-112° C.

Workup

  1. additionAfter the addition
  2. filtrationFiltering
  3. customgave 24.9 g of crude material

Sources & evidence

ORD record
ord-04dbf368ef184bbe941d8c95d229d86a
Source dataset
uspto-grants-1985_05
Patent number
US04517002

Reaction notes

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