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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1256975Generated: October 25, 2026

Chlorosuccinimide → 3-Chloro-1,2-diamino-5-methoxybenzene

https://huagongshe.com/reaction/1256975

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactant4-Methoxy-2-nitroanilineHCID 66793—
Reactant3-Chloro-1,2-diamino-5-methoxybenzeneHCID 23453419—
ReactantHCID 178491885HCID 178491885—
Product2-Chloro-4-methoxy-6-nitroanilineHCID 1511226314%
Product3-Chloro-1,2-diamino-5-methoxybenzeneHCID 2345341975%
Product2-amino-3-(4-chloro-6-methoxy-2H-benzotriazol-2-yl)-2-methylpropionitrileHCID 66620683—
ProductHCID 178491885HCID 178491885—

Reaction Steps

2-amino-3-(4-chloro-6-methoxy-2H-benzotriazol-2-yl)-2-methylpropionitrile was prepared using a procedure similar to that described in Example 1, part a and b, except starting from 7-chloro-5-methoxy-1H-benzotriazole. 7-Chloro-5-methoxy-1H-benzotriazole (0.8 g) was prepared using a procedure similar to that described in Example 13, part a, except starting from 3-chloro-1,2-diamino-5-methoxybenzene. 3-Chloro-1,2-diamino-5-methoxybenzene (1.88 g, 75%) was prepared using a procedure similar to that described in Example 38, part a and b, except starting from 4-methoxy-2-nitroaniline (16.8 g) and N-chlorosuccinimide (15 g) in part a to yield 6-chloro-4-methoxy-2-nitroaniline (2.9 g, 14%) used in part b.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461176B2
Source datasetuspto-grants-2013_06
ORD IDord-7dcce189162a40ef88fb7f8848b411fb
Source noteuspto-grants-2013_06