Bromine → 4-Methoxy-7-morpholinobenzo[d]thiazol-2-amine

HRID 1060329Notes

Reaction equation

HRID 1060329 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[CH:5][C:4]=1[NH:15][C:16]([NH2:18])=[S:17].BrBr>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[C:4]2[N:15]=[C:16]([NH2:18])[S:17][C:5]=2[C:6]([N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 220157331-(2-Methoxy-5-morpholinophenyl)thiourea

Product 1

HCID 114028614-Methoxy-7-morpholinobenzo[d]thiazol-2-amine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

(2-Methoxy-5-morpholin-4-yl-phenyl)-thiourea (5.0 g, 19 mmol) in chloroform (130 ml) are treated with bromine (960 □1) and the mixture refluxed for 18 hours. After removal of the volatile components in vacuo, the product is recrystallized from THF (2.8 g, 57%). MS: m/e=266 (M+).

Workup

  1. temperaturethe mixture refluxed for 18 hours
  2. customAfter removal of the volatile components in vacuo
  3. customthe product is recrystallized from THF (2.8 g, 57%)

Sources & evidence

ORD record
ord-9de9ddc680fb4a49a171b927198dcbc6
Source dataset
uspto-grants-2003_02
Patent number
US06521754B2

Reaction notes

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