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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695262Generated: October 30, 2026

Sodium Hydroxide → 2-Amino-4-chloro-6-methyl-10,10-dioxo-10,11-dihydro-5-oxa-10lambda *6*-thia-dibenzo[a,d]cycloheptene-8-carboxylic acid

https://huagongshe.com/reaction/1695262

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant2-Amino-4-chloro-6-methyl-10,10-dioxo-10,11-dihydro-5-oxa-10lambda *6*-thia-dibenzo[a,d]cycloheptene-8-carboxylic acid methyl esterHCID 11559690—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product2-Amino-4-chloro-6-methyl-10,10-dioxo-10,11-dihydro-5-oxa-10lambda *6*-thia-dibenzo[a,d]cycloheptene-8-carboxylic acidHCID 11631717—

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of sodium hydroxide (0.32 g, 7.13 mmol) in water (5 mL) was added to a solution of Example 1 (1 g, 2.71 mmol) in methanol (30 mL). The reaction mixture was stirred at 60° C. for 1.5 h, the solvent was removed under vacuum and water (20 mL) was added. The reaction mixture was acidified to pH 3 using 10% aqueous hydrochloric acid. The precipitate was filtered and washed with water, dried to obtain the title compound. Yield: 0.85 g, (89%); 1H NMR (DMSO-d6, 300 MHz): δ 2.61 (s, 3H, CH3), 5.66 (s, 2H, CH2), 6.64 (d, 2H, Ar), 8.03 (s, 1H, Ar), 8.12 (s, 1H, Ar); MS: m/e (ES−) 352 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163730B2
Source datasetuspto-grants-2012_04
ORD IDord-3c897f403b224ecbb6250eb55e9b1546
Source noteuspto-grants-2012_04