Boron trifluoride etherate → Methyl 2-amino-5-chlorothiophene-3-carboxylate

HRID 1973415Notes

Reaction equation

HRID 1973415 reaction equation
C([NH:4][C:5]1[S:6][C:7]([Cl:14])=[CH:8][C:9]=1[C:10]([O:12][CH3:13])=[O:11])(=O)C.B(F)(F)F.CCOCC>CO>[NH2:4][C:5]1[S:6][C:7]([Cl:14])=[CH:8][C:9]=1[C:10]([O:12][CH3:13])=[O:11]

Participants

4

Reactant 2

HCID 8000Boron trifluoride etherateHCID 818981methyl 2-(acetylamino)-5-chloro-3-thiophenecarboxylate

Product 1

HCID 13217726Methyl 2-amino-5-chlorothiophene-3-carboxylate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 14.2 parts of methyl 2-acetamido-5-chlorothiophene-3-carboxylate, 360 parts by volume of methanol and 30 parts by volume of boron trifluoride-etherate is refluxed for 4 hours. After evaporation of the solvent the residue is treated in a manner similar to that used in Reference Example 19, whereby methyl 2-amino-5-chlorothiophene-3-carboxylate is obtained as crystals melting at 100°-102.5° C. This product is identical with that obtained in Reference Example 19.

Workup

  1. temperatureis refluxed for 4 hours
  2. customAfter evaporation of the solvent the residue
  3. additionis treated in a manner similar to

Sources & evidence

ORD record
ord-77e477f915074800a087df797534265c
Source dataset
uspto-grants-1976_12
Patent number
US03997545

Reaction notes

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