تفاعل #1782769

ord-6e92ab60f08b4b1ca98fe91f34f12a20

معادلة التفاعل

CC(C)(C)[Si](C)(C)OCc1cc([N+](=O)[O-])ccc1N=C=S
tert-butyl-(2-isothiocyanato-5-nitro-benzyloxy)-dimethyl-silane
CC(C)(C)[Si](C)(C)OCc1cc([N+](=O)[O-])ccc1N=C=S
tert-Butyl-(2-isothiocyanato-5-nitro-benzyloxy)-dimethyl-silane
COc1cccc2c1C(N)CC2
rac-7-methoxy-indan-1-ylamine
→
COc1cccc2c1C(NC1=Nc3ccc([N+](=O)[O-])cc3CO1)CC2
title compound
المردود 73.4%
COc1cccc2c1C(NC1=Nc3ccc([N+](=O)[O-])cc3CO1)CC2
rac-(7-Methoxy-indan-1-yl)-(6-nitro-4H-benzo[d][1,3]oxazin-2-yl)-amine
المردود 73.4%

المتفاعلات

CC(C)(C)[Si](C)(C)OCc1cc([N+](=O)[O-])ccc1N=C=S
tert-butyl-(2-isothiocyanato-5-nitro-benzyloxy)-dimethyl-silane
CC(C)(C)[Si](C)(C)OCc1cc([N+](=O)[O-])ccc1N=C=S
tert-Butyl-(2-isothiocyanato-5-nitro-benzyloxy)-dimethyl-silane
COc1cccc2c1C(N)CC2
rac-7-methoxy-indan-1-ylamine

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

الإجراء التجريبي

Prepared from tert-butyl-(2-isothiocyanato-5-nitro-benzyloxy)-dimethyl-silane (Example C1) (3.89 g, 12.0 mmol; HPLC: 4.446 min) and the above described rac-7-methoxy-indan-1-ylamine (1.96 g, 12.0 mmol; HPLC 0.4 min) according to the procedure described for Example 1. Obtained the title compound as a yellow solid (2.99 g, 73%; HPLC 1.683 min), MS (ISP) m/e=340.1 [(M+H)+].

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08163740B2uspto-grants-2012_04