Trichloroacetonitrile → 3-{4-[2,4-bis(trichloromethyl)-s-triazine-6-yl]phenyl thio}propionic Acid

HRID 1008105

Reaction equation

[C:1]([C:3]1[CH:8]=[CH:7][C:6]([S:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])=[CH:5][CH:4]=1)#[N:2].[Cl:15][C:16]([Cl:20])([Cl:19])[C:17]#[N:18].[Al](Br)(Br)Br>>[Cl:15][C:16]([Cl:20])([Cl:19])[C:17]1[N:18]=[C:17]([C:16]([Cl:20])([Cl:19])[Cl:15])[N:18]=[C:1]([C:3]2[CH:4]=[CH:5][C:6]([S:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])=[CH:7][CH:8]=2)[N:2]=1

Participants

Reactant 3

HCID 11011Trichloroacetonitrile

HCID 24409Aluminum bromide

HCID 226666023-[(4-Cyanophenyl)sulfanyl]propanoic acid

Product 1

HCID 601112433-{4-[2,4-bis(trichloromethyl)-s-triazine-6-yl]phenyl thio}propionic Acid

Conditions

Temperature: 60 °C

Procedure

The reaction mixture of 22 g of 3-(4-cyanophenyl thio)propionic acid, 150 g of trichloroacetonitrile, and 2 g of AlBr3 was heated to 60° C. in order to dissolve the initially undissolved starting materials, and was bubbled by dry HCl at room temperature.

Workup

dissolutionto dissolve the
customwas bubbled by dry HCl at room temperature

Sources & evidence

ORD record: ord-55159e626f014794ad064a59718bac78
Source dataset: uspto-grants-2004_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06797739B1

Linked notes

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