Hydrogen Bromide → HCID 70479547, compound

HRID 1583372Notes

Reaction equation

HRID 1583372 reaction equation
C[O:2][C:3]([C:5]1[S:9][C:8]2[CH:10]=[C:11]([CH2:16][C:17]3[NH:18][CH:19]=[CH:20][N:21]=3)[CH:12]=[C:13]([O:14]C)[C:7]=2[CH:6]=1)=[O:4].Br>C(O)(=O)C>[OH:14][C:13]1[C:7]2[CH:6]=[C:5]([C:3]([OH:4])=[O:2])[S:9][C:8]=2[CH:10]=[C:11]([CH2:16][C:17]2[NH:21][CH:20]=[CH:19][N:18]=2)[CH:12]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 70479421HCID 70479421, compound

Product 1

HCID 70479547HCID 70479547, compoundYield 57.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 6-(1-imidazolylmethyl)-4-methoxybenzo[b]thiophene-2-carboxylic acid methyl ester (100 mg.), 48% aqueous hydrobromic acid (2.0 ml.) and acetic acid (1.0 ml.) was heated under reflux for 4 hours and then evaporated. The residue was dissolved in water and the solution was basified with sodium hydroxide solution and filtered. The filtrate was acidified with acetic acid and the solid was filtered off, washed with water and dried to give 4-hydroxy-6-(1-imidazolylmethyl)benzo[b]thiophene-2-carboxylic acid (52 mg.), m.p. 297°-299° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 4 hours
  3. customevaporated
  4. dissolutionThe residue was dissolved in water
  5. filtrationfiltered
  6. filtrationthe solid was filtered off
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-4d9d8855c1f24d2d9fa0656fb9ef46c9
Source dataset
uspto-grants-1985_11
Patent number
US04551468

Reaction notes

Loading…