Phosgene → 4-(Chloromethyl)-2,5-oxazolidinedione

HRID 1290370Notes

Reaction equation

HRID 1290370 reaction equation
Cl[C@@:2]([C:5]([OH:7])=[O:6])([CH3:4])[NH2:3].C(Cl)([Cl:10])=O.[O:12]1[CH2:16]CCC1>C1(C)C=CC=CC=1>[Cl:10][CH2:4][CH:2]1[C:5](=[O:6])[O:7][C:16](=[O:12])[NH:3]1

Participants

5

Reactant 3

HCID 6371PhosgeneHCID 8028TetrahydrofuranHCID 45086566HCID 45086566, compound

Product 1

HCID 217642954-(Chloromethyl)-2,5-oxazolidinedione

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The title compound is prepared by the procedure of Example 50 using 1.24 g of 2-chloro-L-alanine, 16 ml of 1.93M phosgene in toluene and 55 ml of tetrahydrofuran to give 0.150 g of the desired product.

Sources & evidence

ORD record
ord-2a679c3e489c4e0793fc0d76a95aa970
Source dataset
uspto-grants-1998_05
Patent number
US05750735

Reaction notes

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