Hydrochloric Acid → HCID 14233599, compound

HRID 231902Notes

Reaction equation

HRID 231902 reaction equation
[NH2:1][C:2]1[CH:12]=[C:11]([Br:13])[CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].C(O)C.[ClH:17]>C(OCC)C>[ClH:17].[NH2:1][C:2]1[CH:12]=[C:11]([Br:13])[CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14233598HCID 14233598, compound

Product 1

HCID 14233599HCID 14233599, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

At room temperature, a solution of 3.09 g (0.0127 mol) of ethyl 2-amino-4-bromobenzoate and 30 ml absolute ethanol was saturated with dry hydrogen chloride gas. A colorless precipitate formed in the warm solution. When it was again at room temperature, the solution was diluted with 30 ml of diethyl ether; the resulting crystalline product was filtered and washed with diethyl ether. Thus there was obtained 2.72 g (77%) of the title compound: m.p. 147°-150° C. Analysis calculated for C9H11BrClNO2 : C, 38.53; H, 3.95; N, 4.99%. Found: C, 38.48; H; 4.02; N, 4.99%.

Workup

  1. customAt room temperature
  2. customA colorless precipitate formed in the warm solution
  3. customwas again at room temperature
  4. filtrationthe resulting crystalline product was filtered
  5. washwashed with diethyl ether

Sources & evidence

ORD record
ord-a294c371671d4cf2baf9a4720ebcedff
Source dataset
uspto-grants-1989_07
Patent number
US04849518

Reaction notes

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