(1-Bromoethyl)benzene → Benzo(d)thiazol-2-amine

HRID 1929344Notes

Reaction equation

HRID 1929344 reaction equation
C1(C(O[C:10]2[CH:19]=[CH:18][C:13]3[N:14]=[C:15]([NH2:17])[S:16][C:12]=3[CH:11]=2)C)C=CC=CC=1.NC1SC2C=C(O)C=CC=2N=1.BrC(C1C=CC=CC=1)C>>[S:16]1[C:12]2[CH:11]=[CH:10][CH:19]=[CH:18][C:13]=2[N:14]=[C:15]1[NH2:17]

Participants

4

Reactant 3

HCID 11454(1-Bromoethyl)benzeneHCID 334622-Amino-6-benzothiazololHCID 87479418HCID 87479418, compound

Product 1

HCID 8706Benzo(d)thiazol-2-amine

Procedure

6-(1-Phenylethoxy)-1,3-benzothiazol-2-amine can be prepared as in Example 8 but from 0.5 g of 2-amino-1,3-benzothiazol-6-ol and 0.555 g of (1-bromoethyl)benzene. After purification of the residue by silica-column flash chromatography [eluent: dichloromethane/methanol (95/5 by volume)], we obtain 0.308 g of 641-phenylethoxy)-1,3-benzothiazol-2-amine in the form of a thick brown oil, which has the following characteristics:

Workup

  1. customAfter purification of the residue by silica-column flash chromatography [eluent: dichloromethane/methanol (95/5 by volume)], we

Sources & evidence

ORD record
ord-cf10fcf7625d4fb183364b7b86725547
Source dataset
uspto-grants-2012_05
Patent number
US08188078B2

Reaction notes

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