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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898337Generated: October 26, 2026

Isothiocyanic acid, o-chlorobenzyl ester → HCID 178497000, compound

https://huagongshe.com/reaction/1898337

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsothiocyanic acid, o-chlorobenzyl esterHCID 29351—
ReactantMethyl 4,5-diamino-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-carboxylateHCID 67503724—
SolventAcetonitrileHCID 6342—
ProductHCID 178497000HCID 17849700048.9%

Reaction Steps

The title compound was prepared following the procedure described for Step-1 of Intermediate-3 using methyl 4,5-diamino-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-carboxylate (Intermediate-1, 2.5 g, 10.59 mmol), 1-chloro-2-(isothiocyanatomethyl)benzene (2.5 g, 13.6 mmol), N,N-di-isopropyl carbodimide (0.5 mL) and acetonitrile (10.0 mL) to afford 2.00 g of the desired product. 1HNMR (DMSO-d6): δ 1.41 (s, 6H), 3.00 (s, 2H), 3.71 (s, 3H), 4.60 (d, J=5.3 Hz, 2H), 7.30-7.45 (m, 5H), 7.55 (t, J=6.6 Hz), 10.80 (s, 1H); MS [M+H]+: 386.05.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519149B2
Source datasetuspto-grants-2013_08
ORD IDord-9a54e1d4fb47436a9f89f9c0a345942e
Source noteuspto-grants-2013_08