Pyrazine, 2-(chloromethyl)- → HCID 20505187, compound

HRID 1701903Notes

Reaction equation

HRID 1701903 reaction equation
[Cl:1][CH2:2][C:3]1[CH:8]=[N:7][CH:6]=[CH:5][N:4]=1.[NH2:9][C:10]([NH2:12])=[S:11]>C(O)C>[ClH:1].[N:4]1[CH:5]=[CH:6][N:7]=[CH:8][C:3]=1[CH2:2][S:11][C:10](=[NH:9])[NH2:12]

Participants

4

Reactant 2

HCID 170169Pyrazine, 2-(chloromethyl)-HCID 2723790Thiourea

Product 1

HCID 20505187HCID 20505187, compoundYield 52.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
5 °C

Procedure

A solution of chloromethylpyrazine (88 g) in ethanol (200 cc) is added dropwise and in the course of 15 minutes to a suspension of thiourea (68 g) in boiling ethanol (370 cc). After stirring for 1 hour 30 minutes at the boil, the reaction mixture is cooled for 15 hours at a temperature of about 5° C. The resulting crystals are filtered off, washed twice with ethanol (120 cc) and dried under reduced pressure (20 mm Hg; 2.7 kPa) at a temperature of about 20° C. 2-(Pyrazinylmethyl)-isothiourea hydrochloride (74 g), melting at 183° C., is thus obtained.

Workup

  1. filtrationThe resulting crystals are filtered off
  2. washwashed twice with ethanol (120 cc)
  3. customdried under reduced pressure (20 mm Hg; 2.7 kPa) at a temperature of about 20° C

Sources & evidence

ORD record
ord-eb1a7b797d034af680b7ba5dcfece189
Source dataset
uspto-grants-1983_04
Patent number
US04379154

Reaction notes

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