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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59249Generated: October 25, 2026

Hydrochloric Acid → Methyl 4-hydrazinyl-2-methoxybenzoate

https://huagongshe.com/reaction/59249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl 4-amino-o-anisateHCID 168705—
ReactantSodium NitriteHCID 23668193—
SolventWaterHCID 962—
ProductMethyl 4-hydrazinyl-2-methoxybenzoateHCID 45089366108,113%

Reaction Steps

The title compound was prepared according to the procedure described in step-2 of Intermediate-7 by using methyl 4-amino-2-methoxybenzoate (10.0 g, 0.055 mol), stannous chloride (31.00 g, 0.138 mmol), sodium nitrite (4.57 g, 0.066 mmol), 6 N HCl (200 mL) and water (100 mL) to afford 14.0 g of desired product. 1H NMR (300 MHz, DMSO d6): δ 3.73 (s, 3H), 3.80 (s, 3H), 6.51 (d, J=8.4 Hz, 1H), 6.69 (s, 1H), 7.68 (d, J=8.4 Hz, 1H), 8.75 (br s, 1H), 10.28 (br hump, 2H); MS (m/z): 197.01 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439890B2
Source datasetuspto-grants-2016_09
ORD IDord-46f8d2f98c9945eb9e7783f9b2beb222
Source noteuspto-grants-2016_09