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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 899201Generated: October 28, 2026

3,5-Dichlorophenylboronic acid → 6-(3,5-dichlorophenylamino)-4,4-diethyl-1-methyl-1H-benzo[d][1,3]oxazin-2(4H)-one

https://huagongshe.com/reaction/899201

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-Dichlorophenylboronic acidHCID 2734331—
Reactant6-amino-4,4-diethyl-1-methyl-1,4-dihydro-2H-3,1-benzoxazin-2-oneHCID 69216326—
Product6-(3,5-dichlorophenylamino)-4,4-diethyl-1-methyl-1H-benzo[d][1,3]oxazin-2(4H)-oneHCID 11257462—

Reaction Steps

Prepared from 6-amino-4,4-diethyl-1-methyl-1,4-dihydro-2H-3,1-benzoxazin-2-one and 3,5-dichlorophenylboronic acid according to the coupling protocol of example 1. 1H NMR (DMSO-d6): δ 8.55 (s, 1H), 7.16 (dd, J=8.7, 2.3 Hz, 1H), 7.09 (d, J=8.7 Hz, 1H), 6.97 (d, J=2.4 Hz, 1H), 6.84 (m, 1H), 6.82 (m, 2H), 3.28 (s, 3H), 2.00 (m, 2H), 1.92 (m, 2H), 0.82 (t, J=7.4 Hz, 6H); MS (ESI) m/z 379/381/383 ([M+H]+); MS (ESI) m/z 377/379/381 ([M−H]−); Anal. calcd for C19H20Cl2N2O2: C, 60.17; H, 5.32; N, 7.39. Found: C, 60.10; H, 5.26; N, 7.26.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07354915B2
Source datasetuspto-grants-2008_04
ORD IDord-79b0d9975e0d4e67af47cdd523518306
Source noteuspto-grants-2008_04