Methanol → HCID 15163992, compound

HRID 1752169Notes

Reaction equation

HRID 1752169 reaction equation
[C:1]([NH:4][C:5]([NH:7][C:8](=[O:16])[C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=1)=[S:6])(=[O:3])[NH2:2].BrBr.O.CO>C(OCC)(=O)C>[Cl:15][C:12]1[CH:13]=[CH:14][C:9]([C:8]([NH:7][C:5]2[S:6][NH:2][C:1](=[O:3])[N:4]=2)=[O:16])=[CH:10][CH:11]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 24408BromineHCID 12582387N-(Carbamoylcarbamothioyl)-4-chlorobenzamide

Product 1

HCID 15163992HCID 15163992, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

N—(Carbamoylcarbamothioyl)-4-chloro-benzamide (350 mg) from step (i) above was mixed with 50 mL of ethyl acetate. Bromine (224 mg) in 5 mL of ethyl acetate was added. After 30 minutes 10 mL of water and 10 mL of methanol was added. The mixture was concentrated and the residue was triturated with water/methanol and dried in vacuum to give the product as a white solid, 0.25 g, 0.98 mmol, 70% yield.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was triturated with water/methanol
  3. customdried in vacuum

Sources & evidence

ORD record
ord-66e275d20db943d78e85d2ea2132ae4c
Source dataset
uspto-grants-2015_10
Patent number
US09162994B2

Reaction notes

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