2-Phenoxyethanamine → HCID 178526445, compound

HRID 1695646Notes

Reaction equation

C([Si]([O:8][CH2:9][C:10]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:11]=1[N:19]=[C:20]=S)(C)C)(C)(C)C.[O:22]([CH2:29][CH2:30][NH2:31])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[N+:16]([C:14]1[CH:13]=[CH:12][C:11]2[N:19]=[C:20]([NH:31][CH2:30][CH2:29][O:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[O:8][CH2:9][C:10]=2[CH:15]=1)([O-:18])=[O:17]

Participants

Reactant 2

HCID 156512-Phenoxyethanamine

HCID 46855450tert-Butyl-(2-isothiocyanato-5-nitro-benzyloxy)-dimethyl-silane

Product 1

HCID 178526445HCID 178526445, compoundYield 96%

Procedure

Prepared from tert-butyl-(2-isothiocyanato-5-nitro-benzyloxy)-dimethyl-silane (Example C1) (1.95 g, 6.0 mmol; HPLC: 4.446 min) and 2-phenoxyethylamine (CAS 1758-46-9) (807 mg, 6.0 mmol; HPLC: 0.381 min) according to the procedure described for Example 1. Obtained the title compound as a yellow solid (1.80 g, 96%, HPLC 1.789 min), MS (ISP) m/e=314.0 [(M+H)+].

Sources & evidence

ORD record: ord-07778440301e41bd9a114f75857f0548
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163740B2

Reaction notes

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