Hydrochloric Acid → HCID 20094087, compound

HRID 273785Notes

Reaction equation

HRID 273785 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[C:7]#[N:8].[Cl:9][CH2:10][C:11]#N.[ClH:13]>O1CCOCC1>[Cl:13][C:7]1[C:6]2[CH:5]=[CH:4][S:3][C:2]=2[N:1]=[C:11]([CH2:10][Cl:9])[N:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7856ChloroacetonitrileHCID 7366072-Aminothiophene-3-carbonitrile

Product 1

HCID 20094087HCID 20094087, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
2 °C

Procedure

1. 17.3 g of 2-aminothiophene-3-carbonitrile are dissolved in 150 ml of dioxan. 13.3 g of chloroacetonitrile are added thereto, the mixture is cooled to 2° C., hydrogen chloride is introduced for 7 h. and the mixture is subsequently stirred at room temperature for 15 h. The reaction mixture is evaporated in a vacuum. The residue is suspended in 500 ml of water and the crystals am filtered off. There are obtained 26.2 g of crude 4-chloro-2-(chloromethyl)thieno[2,3-d]pyrimidine. Pure product of m.p. 66°-68° C. is obtained after recrystallization from hexane.

Workup

  1. customThe reaction mixture is evaporated in a vacuum
  2. filtrationthe crystals am filtered off

Sources & evidence

ORD record
ord-dc375a4b0cb74d8594102620e150c05a
Source dataset
uspto-grants-1995_02
Patent number
US05387585

Reaction notes

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