3,4-Dihydro-2H-1-benzopyran-4-amine → HCID 178526444, compound

HRID 1695639Notes

Reaction equation

HRID 1695639 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]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]([NH2:32])[CH2:24][CH2:23]1>>[O:22]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]([NH:32][C:20]2[O:8][CH2:9][C:10]3[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:11]=3[N:19]=2)[CH2:24][CH2:23]1

Participants

3

Reactant 2

HCID 49619573,4-Dihydro-2H-1-benzopyran-4-amineHCID 46855450tert-Butyl-(2-isothiocyanato-5-nitro-benzyloxy)-dimethyl-silane

Product 1

HCID 178526444HCID 178526444, compoundYield 87%

Procedure

Prepared from tert-butyl-(2-isothiocyanato-5-nitro-benzyloxy)-dimethyl-silane (Example C1) (2.271 g, 7.0 mmol; HPLC: 4.446 min) and rac-chroman-4-ylamine (CAS 53981-38-7) (1.044 g, 7.0 mmol; 0.374 min) according to the procedure described for Example 1. Obtained the title compound as a yellow solid (1.98 g, 87%, HPLC 2.031 min), MS (ISP) m/e=326.2 [(M+H)+].

Sources & evidence

ORD record
ord-4dc4e07386c84695b346e54a7b2ed961
Source dataset
uspto-grants-2012_04
Patent number
US08163740B2

Reaction notes

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