3,4-Dichloroaniline → 2-(3,4-Dichlorophenylamino)-4-thiocyanato-5-nitro-pyrimidine

HRID 1965939Notes

Reaction equation

HRID 1965939 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[Cl:9])[NH2:5].Cl[C:11]1[N:16]=[C:15]([S:17][C:18]#[N:19])[C:14]([N+:20]([O-:22])=[O:21])=[CH:13][N:12]=1>C(O)C.C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([NH:5][C:11]2[N:16]=[C:15]([S:17][C:18]#[N:19])[C:14]([N+:20]([O-:22])=[O:21])=[CH:13][N:12]=2)[CH:6]=[CH:7][C:8]=1[Cl:9]

Participants

5

Reactant 2

HCID 72573,4-DichloroanilineHCID 210775882-Chloro-5-nitropyrimidin-4-yl thiocyanate

Product 1

HCID 210774632-(3,4-Dichlorophenylamino)-4-thiocyanato-5-nitro-pyrimidine

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 1140TolueneSolvent

Procedure

2.47 g of 3,4-dichloroaniline in 12 ml ethanol are added to 3.00 g of 2-chloro-4-thiocyanato-5-nitro-pyrimidine in 40 ml toluene at ambient temperature. The mixture is stirred for another 16 hours, the solid is suction filtered, washed twice with 30 ml toluene and then once with 30 ml of ethanol and dried.

Workup

  1. filtrationfiltered
  2. washwashed twice with 30 ml toluene
  3. dry with materialonce with 30 ml of ethanol and dried

Sources & evidence

ORD record
ord-f5c24be86d1e44c38defaeb2e3f39793
Source dataset
uspto-grants-2013_04
Patent number
US08420630B2

Reaction notes

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