Dichloroacetyl chloride → HCID 15713187, compound

HRID 1089331Notes

Reaction equation

HRID 1089331 reaction equation
[CH3:1][C:2]1([CH3:11])[NH:6][CH2:5][CH:4]([CH2:7][S:8][CH2:9][CH3:10])[O:3]1.[OH-].[Na+].[Cl:14][CH:15]([Cl:19])[C:16](Cl)=[O:17].CC1(C)N(C(=O)CCl)CC(CSCC)O1>C1C=CC=CC=1>[CH3:1][C:2]1([CH3:11])[N:6]([C:16](=[O:17])[CH:15]([Cl:19])[Cl:14])[CH2:5][CH:4]([CH2:7][S:8][CH2:9][CH3:10])[O:3]1

Participants

6

Reactant 4

HCID 6593Dichloroacetyl chlorideHCID 14798Sodium HydroxideHCID 15713182HCID 15713182, compoundHCID 22160872HCID 22160872, compound

Product 1

HCID 15713187HCID 15713187, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To 52.5 milliliters of 25 percent w/v, 2,2-dimethyl-5-ethylthiomethyl oxazolidine solution in 100 milliliters of benzene was added 6.5 grams of 50% solution of sodium hydroxide (10% excess) was added 12.1 grams of dichloroacetyl chloride dropwise. The reaction mixture was cooled in an ice bath with vigorous stirring during the dropwise addition. The temperature was maintained at below 10° C. during the addition and allowed to stir about 30 minutes at room temperature. The work-up procedure was similar to (a) supra. There was obtained a yield of 15.3 grams of the title compound, nD30 1.4980.

Workup

  1. temperatureThe reaction mixture was cooled in an ice bath
  2. temperatureThe temperature was maintained at below 10° C. during the addition
  3. stirringto stir about 30 minutes at room temperature

Sources & evidence

ORD record
ord-fd7c6d8c98184bc397ae43a8c0fe48f4
Source dataset
uspto-grants-1990_10
Patent number
US04965368

Reaction notes

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