Methanol → HCID 22119445, compound

HRID 368930Notes

Reaction equation

HRID 368930 reaction equation
CO[CH:3](OC)[N:4](C)[CH3:5].[Cl:9][C:10]1[CH:15]=[C:14]([C:16]2[N:17]=[C:18]([NH2:21])[S:19][CH:20]=2)[CH:13]=[C:12]([Cl:22])[N:11]=1.[CH3:23]O>>[Cl:9][C:10]1[CH:15]=[C:14]([C:16]2[N:17]=[C:18]([N:21]([CH3:23])[CH:3]=[N:4][CH3:5])[S:19][CH:20]=2)[CH:13]=[C:12]([Cl:22])[N:11]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 78373Dimethylformamide dimethyl acetalHCID 10900913HCID 10900913, compound

Product 1

HCID 22119445HCID 22119445, compoundYield 83%

Conditions

Temperature
10 °C

Procedure

3.93 g (0.033 mol) of dimethylformamide dimethyl acetal are added to a mixture of 7.38 g (0.03 mol) of [4-(2,6-dichloropyridin-4-yl)-thiazol-2-yl]-amine and 50 ml of methanol at 20° C., while stirring, and the mixture is stirred at 50° C. for a further 2 hours. Thereafter, the reaction mixture is cooled to 10° C. and filtered with suction. The residue is washed with 10 ml of cold methanol and then dried at 45° C. under reduced pressure. 7.5 g (83% of theory) of N-[4-(2,6-dichloropyridin-4-yl)-thiazol-2-yl]-N,N'-dimethylformamidine are obtained in this manner in the form of a solid substance of melting point 145° C.

Workup

  1. stirringthe mixture is stirred at 50° C. for a further 2 hours
  2. filtrationfiltered with suction
  3. washThe residue is washed with 10 ml of cold methanol
  4. customdried at 45° C. under reduced pressure

Sources & evidence

ORD record
ord-9bde56e0f44b4fd9bf21eb27cabc9d96
Source dataset
uspto-grants-2000_10
Patent number
US06136754

Reaction notes

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