Trichloroacetic Acid → 97139-59-8

HRID 2290841Notes

Reaction equation

HRID 2290841 reaction equation
[CH2:1]([NH:8][C:9](=[O:12])[NH:10][OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClC(Cl)(Cl)C(O)=O.[CH2:20]1[CH:26](O)[NH:25][P:23]([N:28]([CH2:32][CH2:33][Cl:34])[CH2:29][CH2:30][Cl:31])(=[O:24])[O:22][CH2:21]1>CC(C)=O.C(Cl)Cl>[CH2:1]([NH:8][C:9](=[O:12])[N:10]([OH:11])[CH:26]1[CH2:20][CH2:21][O:22][P:23]([N:28]([CH2:32][CH2:33][Cl:34])[CH2:29][CH2:30][Cl:31])(=[O:24])[NH:25]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 6421Trichloroacetic AcidHCID 997354-HydroxycyclophosphamideHCID 13770898N-Benzyl-N'-hydroxyurea

Product 1

HCID 1377089997139-59-8

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 6344DichloromethaneSolvent

Procedure

540 mg (3.25 mmol) of 3-benzyl-1-hydroxyurea in 40 ml of acetone and a catalytic amount of trichloroacetic acid were added to 900 mg (3.25 mmol) of 4-hydroxycyclophosphamide in 1 ml of methylenechloride. The mixture was stored overnight at -25° C., the crystals were then drawn off by suction, washed with acetone and ether and recrystallized from ethyl acetate.

Workup

  1. washwashed with acetone and ether
  2. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-98245b4734e949f4abb48ec7ade04ca1
Source dataset
uspto-grants-1986_10
Patent number
US04618692

Reaction notes

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