Thiophosgene → 2-Chloro-3-isothiocyanato-4-methylpyridine

HRID 1898324Notes

Reaction equation

HRID 1898324 reaction equation
[Cl:1][C:2]1[C:7]([NH2:8])=[C:6]([CH3:9])[CH:5]=[CH:4][N:3]=1.[C:10](Cl)(Cl)=[S:11].C(N(C(C)C)C(C)C)C>C(Cl)Cl>[Cl:1][C:2]1[C:7]([N:8]=[C:10]=[S:11])=[C:6]([CH3:9])[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 10040ThiophosgeneHCID 81531DiisopropylethylamineHCID 27563873-Amino-2-chloro-4-methylpyridine

Product 1

HCID 866646912-Chloro-3-isothiocyanato-4-methylpyridineYield 17.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared following the procedure described for Intermediate-2 using 2-chloro-4-methylpyridin-3-amine (4.0 g, 28 mmol), thiophosgene (3.2 g, 28 mmol), N-ethyl di-isopropyl amine (5 mL) in DCM (20 mL) to afford 0.900 g of the desired product.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-f4230426f02d442d95b07d4d8e453b55
Source dataset
uspto-grants-2013_08
Patent number
US08519149B2

Reaction notes

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