Ammonium Hydroxide → HCID 15381204, compound

HRID 1740501Notes

Reaction equation

HRID 1740501 reaction equation
B(Br)(Br)Br.C[O:6][C:7]1[CH:8]=[CH:9][C:10]2[C:14]([NH:15][C:16](=[O:20])[O:17][CH2:18][CH3:19])=[CH:13][S:12][C:11]=2[CH:21]=1.[OH-].[NH4+]>ClCCl>[OH:6][C:7]1[CH:8]=[CH:9][C:10]2[C:14]([NH:15][C:16](=[O:20])[O:17][CH2:18][CH3:19])=[CH:13][S:12][C:11]=2[CH:21]=1

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 25134Boron tribromide2×HCID 53783208HCID 53783208, compound

Product 1

HCID 15381204HCID 15381204, compoundYield 81.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Conditions

Temperature
0 °C

Procedure

46 ml of a 1M solution of boron tribromide (0.046 mol) in dichloromethane are added to a solution of 7.7 g (0.031 mol) of ethyl (6-methoxybenzo[b]thien-3-yl)carbamate in 80 ml of dichloromethane, while maintaining the temperature at 0° C. The mixture is allowed to return to room temperature and 15 ml of a 1M solution of boron tribromide (0.015 mol) in dichloromethane are added. The mixture is stirred for 180 min, neutralization is then carried out with a dilute ammonium hydroxide solution and the precipitate obtained is filtered off. The latter is washed with water and dried. Purification is carried out by chromatography on a column of silica gel with dichloromethane. 6 g of product are obtained.

Workup

  1. customto return to room temperature
  2. customthe precipitate obtained
  3. filtrationis filtered off
  4. washThe latter is washed with water
  5. customdried
  6. customPurification

Sources & evidence

ORD record
ord-c49023aeadaf495cb27911d5f5d362c7
Source dataset
uspto-grants-1999_10
Patent number
US05969146

Reaction notes

Loading…