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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 903923Generated: October 31, 2026

Ammonia → 4-Benzyloxy-2-carbamoyl-6-methyl indole

https://huagongshe.com/reaction/903923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantEthyl 4-(benzyloxy)-6-methyl-1H-indole-2-carboxylateHCID 23335518—
SolventMethanolHCID 887—
Product4-Benzyloxy-2-carbamoyl-6-methyl indoleHCID 2333555546%

Reaction Steps

20.0 g 4-benzyloxy-2-ethoxycarbonyl-6-methyl indole (see preparation of the primary products in connection with Example 1) are heated together with 200 ml each of methanol and liquid ammonia in the autoclave for 16 hours, to 100° C. The solution is evaporated and the residue is chromatographed on silica gel (fluxing agent: chloroform/methanol 98:2). There is obtained 8.5 g (~46% of theory) 4-benzyloxy-2-carbamoyl-6-methyl indole; m.p. 185°-187° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04229464
Source datasetuspto-grants-1980_10
ORD IDord-bf0eb90eac3a4c789bc499fa9de57ff3
Source noteuspto-grants-1980_10