Trichloroacetic Acid → 2-[3-(2-chloroethyl)-2-(bis-(2-chloroethyl)-amino)-2-oxo-tetrahydro-2H-1,3,2-oxazaphosphorin-4-yl-thio]-ethanesulphonic acid cyclohexylammonium salt

HRID 1731969Notes

Reaction equation

HRID 1731969 reaction equation
[Cl:1][CH2:2][CH2:3][N:4]1[CH:9](O)[CH2:8][CH2:7][O:6][P:5]1(=[O:18])[N:11]([CH2:15][CH2:16][Cl:17])[CH2:12][CH2:13][Cl:14].[CH:19]1([NH3+:25])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1.[SH:26][CH2:27][CH2:28][S:29]([O-:32])(=[O:31])=[O:30].ClC(Cl)(Cl)C(O)=O>CN(C)C=O>[CH:19]1([NH3+:25])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1.[Cl:1][CH2:2][CH2:3][N:4]1[CH:9]([S:26][CH2:27][CH2:28][S:29]([O-:32])(=[O:31])=[O:30])[CH2:8][CH2:7][O:6][P:5]1([N:11]([CH2:15][CH2:16][Cl:17])[CH2:12][CH2:13][Cl:14])=[O:18]

Participants

5

Reactant 3

HCID 6421Trichloroacetic AcidHCID 113822203-(2-chloroethyl)-2-(bis-(2-chloroethyl)-amino)-4-hydroxy-tetrahydro-2H-1,3,2-oxazaphosphorin-2-oxideHCID 230498732-Sulfanylethane-1-sulfonic acid--cyclohexanamine (1/1)

Product 1

HCID 1317149772-[3-(2-chloroethyl)-2-(bis-(2-chloroethyl)-amino)-2-oxo-tetrahydro-2H-1,3,2-oxazaphosphorin-4-yl-thio]-ethanesulphonic acid cyclohexylammonium salt

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

340 mg (1 mmol) of 3-(2-chloroethyl)-2-(bis-(2-chloroethyl)-amino)-4-hydroxy-tetrahydro-2H-1,3,2-oxazaphosphorin-2-oxide and 240 mg (1 mmol) cyclohexylammonium-2-mercaptoethanesulphonate in 2 ml of dimethylformamide were mixed with a trace of trichloroacetic acid and were stored for 2 days at -25° C. The reaction mixture was then precipitated with 20 times the quantity of ether. The residue was washed and dried.

Workup

  1. customThe reaction mixture was then precipitated with 20 times the quantity of ether
  2. washThe residue was washed
  3. customdried

Sources & evidence

ORD record
ord-f935feaf7443448e94d3e3a9286c2615
Source dataset
uspto-grants-1986_11
Patent number
US04623742

Reaction notes

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