Bromine → N-(3-Bromo-4-oxocyclohexyl)acetamide

HRID 1181630Notes

Reaction equation

HRID 1181630 reaction equation
NC1SC2CC(N)CCC=2N=1.[Br:12]Br.[C:14]([NH:17][CH:18]1[CH2:23][CH2:22][C:21](=[O:24])[CH2:20][CH2:19]1)(=[O:16])[CH3:15]>O>[Br:12][CH:22]1[CH2:23][CH:18]([NH:17][C:14](=[O:16])[CH3:15])[CH2:19][CH2:20][C:21]1=[O:24]

Participants

5

Reactant 3

HCID 24408BromineHCID 538565N-(4-Oxocyclohexyl)acetamideHCID 103297212,6-Diamino-4,5,6,7-tetrahydrobenzothiazole

Product 1

HCID 58981395N-(3-Bromo-4-oxocyclohexyl)acetamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

According to one aspect of the present invention there is provided a method of synthesising 2,6-diamino-4,5,6,7-tetrahydro-benzothiazole, which method comprises comprising: (i) reacting bromine with a solution of 4-acetamido-cyclohexanone in water to produce 2-bromo-4-acetamido-cyclohexanone; (ii) after step (i), adding thiourea to produce 6-acetylamino-2-amino4,5,6,7-tetrahydro-benzthiazole-dihydrobromide; (iii) after step (ii), adding an aqueous solution of hydrobromic acid to produce 2,6-diamino-4,5,6,7-tetrahydro-benzthiazole; and (iv) after step (iii), isolating 2,6-diamino-4,5,6,7-tetrahydro-benzthiazole free base.

Workup

  1. customis provided

Sources & evidence

ORD record
ord-336a809a92884ed69b31809130ebf144
Source dataset
uspto-grants-2007_10
Patent number
US07285669B2

Reaction notes

Loading…