Dichloromethane → HCID 18976541, compound

HRID 2393672Notes

Reaction equation

HRID 2393672 reaction equation
[CH3:1][N:2]1[C:6](=[O:7])[C:5]([CH3:9])([CH3:8])[N:4]([CH2:10][CH2:11][C:12](O)=[O:13])[C:3]1=[O:15].C(Cl)(=O)C([Cl:19])=O.C(Cl)Cl>CN(C)C=O>[CH3:1][N:2]1[C:6](=[O:7])[C:5]([CH3:9])([CH3:8])[N:4]([CH2:10][CH2:11][C:12]([Cl:19])=[O:13])[C:3]1=[O:15]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 65578Oxalyl chlorideHCID 18976539HCID 18976539, compound

Product 1

HCID 18976541HCID 18976541, compoundYield 97.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
24 °C

Procedure

A mixture of 10.71 g (50 mmol) 3-(3,5,5-trimethyl-2,4-dioxo-imidazolidin-1yl)-propionic acid (synthetized according to example 15), 31.73 g oxalyl chloride, 25 ml methylenechloride and 0.5 ml dimethylformamide is stirred for 1 h and 55 minutes at 24° C., thereafter evaporated in a rotary evaporator at 70° C. in vacuo, stripped 3 times with about 50 ml of toluene, evaporated completely do dryness and dried at 70° C./10.1 mbar. 11.36 g (97.6% of theory) of crystalline 3-(3,5,5-trimethyl-2,4-dioxo-imidazolidin-1yl)-propionylchloride are obtained.

Workup

  1. customevaporated in a rotary evaporator at 70° C. in vacuo
  2. customevaporated completely do dryness
  3. customdried at 70° C./10.1 mbar

Sources & evidence

ORD record
ord-110c6e62780e425ea752697881c5ec8c
Source dataset
uspto-grants-1998_09
Patent number
US05807927

Reaction notes

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