Butylamine → HCID 12791034, compound

HRID 1155236Notes

Reaction equation

HRID 1155236 reaction equation
[CH2:1]([O:3][C:4](=[O:22])[CH2:5][N:6]([C:12]([S:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13])[CH2:7][P:8](Cl)(Cl)=[O:9])[CH3:2].[CH2:23]([NH2:27])[CH2:24][CH2:25][CH3:26]>C(OCC)C>[CH2:1]([O:3][C:4](=[O:22])[CH2:5][N:6]([C:12]([S:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13])[CH2:7][P:8]([NH:27][CH2:23][CH2:24][CH2:25][CH3:26])([NH:27][CH2:23][CH2:24][CH2:25][CH3:26])=[O:9])[CH3:2]

Participants

4

Reactant 2

HCID 8007ButylamineHCID 12791028HCID 12791028, compound

Product 1

HCID 12791034HCID 12791034, compoundYield 94.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
25 °C

Procedure

Freshly prepared ethyl-N-[(benzylthio)carbonyl]-N-[dichlorophosphinylmethyl]-glycinate (11.3 g.; 0.029 mol.) dissolved in 100 ml. of diethyl ether was added to a solution containing n-butylamine (8.6 g.; 0.118 mol.) in 100 ml. of diethyl ether. The reaction mixture was stirred for 16 hours at 25° C., then filtered. The filtrate was washed with water, dried over magnesium sulfate and concentrated in vacuo to yield ethyl-N-[(benzylthio)carbonyl]-N-[bis(n-butylamino)phosphinylmethyl]-glycinate (12.5 g.) as a solid having a melting point of 45°-48° C., and the following analysis:

Workup

  1. filtrationfiltered
  2. washThe filtrate was washed with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-9362b72e042d41ba86f86bcc15c52da6
Source dataset
uspto-grants-1981_11
Patent number
US04300942

Reaction notes

Loading…