Triethylamine → HCID 20344122, compound

HRID 2049642Notes

Reaction equation

HRID 2049642 reaction equation
[Cl:1][C:2]([Cl:6])([Cl:5])[S:3]Cl.C(N(CC)CC)C.C1([N:17]2[C:21](=[O:22])[CH2:20][NH:19][C:18]2=[O:23])CC1>N1CC(=O)NC1=O>[Cl:1][C:2]([Cl:6])([Cl:5])[S:3][N:19]1[CH2:20][C:21](=[O:22])[N:17]([S:3][C:2]([Cl:6])([Cl:5])[Cl:1])[C:18]1=[O:23]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 11666Trichloromethanesulfenyl chlorideHCID 13822584HCID 13822584, compound

Product 1

HCID 20344122HCID 20344122, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 10006HydantoinSolvent

Procedure

At about 25° C., 37.2 g (0.2 mole) of trichloromethylsulfenyl chloride and subsequently 20.2 g (0.2 mole) of triethylamine are dripped, while stirring thoroughly, into a suspension of 14.0 g (0.1 mole) of 3-cyclopropylhydantoin in 150 ml of anhydrous hydantoin. After stirring for 12 hours at room temperature, the precipitated triethylamine hydrochloride is filtered off and the reaction mixture is worked up as in Example 1. There is obtained 23.5 g (59% of theory) of 1,3-bis-(trichloromethylthio)-hydantoin; m.p. 140°-142° C.

Workup

  1. customAt about 25° C.
  2. filtrationthe precipitated triethylamine hydrochloride is filtered off

Sources & evidence

ORD record
ord-5698f19ae460420999958e83c843ff3f
Source dataset
uspto-grants-1980_04
Patent number
US04198423

Reaction notes

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