2-Phenyl-benzothiazol-6-ylamine synthesis

8synthesis methods

Product Name:2-Phenyl-benzothiazol-6-ylamine
CAS Number:6392-97-8
Molecular formula:C13H10N2S
Molecular Weight:226.3

38338-23-7 Synthesis

38338-23-7
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6392-97-8
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Yield:6392-97-8 46%

Reaction Conditions:

Stage #1: 6-nitro-2-phenyl-benzothiazolewith hydrogenchloride;tin(ll) chloride in water at 100; for 0.666667 h;
Stage #2: with ammonia in water;

Steps:

1.a 1a)

1a) 2-phenyl-6-aminobenzothiazole 2-Phenyl-6-nitrobenzothiazole (73.5 g, 0.286 mol) is added to tin dichloride (200.74 g, 0.89 mol) in 37% HCl (300 ml). The mixture is heated at 100°C for 40 minutes. The resulting mixture is cooled and aqueous ammonia (pH = 10) is added dropwise. The product is extracted with chloroform and the extracts are concentrated. The solid is recrystallized from isopropyl ether/hexane (2/1). Yield: 29.9 g (46%); Rf (9/1 chloroform/methanol): 0.68; m.p. : 199.8-201.1°C; IR (KBr): 3450, 3305, 3190, 1619 cm^-1.

References:

EP1571142,2005,A1 Location in patent:Page/Page column 19