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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 911323Generated: October 26, 2026

Diethyl Ether → Methyl benzo[d]thiazole-6-carboxylate

https://huagongshe.com/reaction/911323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium HydroxideHCID 14798—
ReactantBenzothiazole-6-carboxylic acidHCID 601670—
ReactantN-Methyl-N'-nitro-N-nitrosoguanidineHCID 135436526—
SolventTetrahydrofuranHCID 8028—
ProductMethyl benzo[d]thiazole-6-carboxylateHCID 595763102%

Reaction Steps

Add 1-methyl-3-nitro-1-nitrosoguanidine (5.0 g, 33.9 mmol) to a mixture of diethyl ether (20 mL) and 1N aqueous NaOH (20 mL) at ambient temperature. Separate the organic layer and add it slowly to a solution of benzothiazole-6-carboxylic acid (1.0 g, 5.58 mmol) in THF (50 mL) at 0° C. Evaporate the solvent to obtain the desired intermediate as a yellow solid (1.1 g, 100%). MS (ES+) m/z: 194 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022062B2
Source datasetuspto-grants-2011_09
ORD IDord-2558141ffd684e63b19fc19e482332db
Source noteuspto-grants-2011_09