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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 641271Generated: October 30, 2026

Thionyl Chloride → HCID 66789154, compound

https://huagongshe.com/reaction/641271

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantMethyl 4-amino-3-methylbenzoateHCID 2736799—
ReactantHCID 24762474HCID 24762474—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
ProductHCID 66789154HCID 66789154—

Reaction Steps

4-{[4-(5-Chloro-2-methoxy-benzenesulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine-6-carbonyl]-amino}-3-methyl-benzoic acid, MS (ISP): m/e=515.3 (M−H), was prepared as described in example 1, steps 1 to 6. Step 5 was performed using thionyl chloride in toluene and dimethyl-formamide for the formation of the acyl chloride, and 4-amino-3-methyl-benzoic acid methyl ester was used for the coupling, yielding 4-{[4-(5-chloro-2-methoxy-benzenesulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine-6-carbonyl]-amino}-3-methyl-benzoic acid methyl ester, which was hydrolyzed in step 6.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696200B2
Source datasetuspto-grants-2010_04
ORD IDord-cbc0b57db0bf427d90dbd0eae60d816d
Source noteuspto-grants-2010_04