2,5-Dimethoxytetrahydrofuran → 5-Chloro-2-nitro-4-pyrrol-1-yl-phenylamine

HRID 1266738

Reaction equation

HRID 1266738 reaction equation
[Cl:1][C:2]1[C:3]([NH2:12])=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([NH2:8])[CH:7]=1.CO[CH:15]1[CH2:19][CH2:18][CH:17](OC)O1>CC(O)=O>[Cl:1][C:2]1[C:3]([N:12]2[CH:15]=[CH:19][CH:18]=[CH:17]2)=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([NH2:8])[CH:7]=1

Participants

4

Reactant 2

HCID 790982,5-DimethoxytetrahydrofuranHCID 54842901,4-Benzenediamine, 2-chloro-5-nitro-

Product 1

HCID 185488595-Chloro-2-nitro-4-pyrrol-1-yl-phenylamine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The title compound was prepared from 5-chloro-2-nitro-1,4-phenylenediamine [CAS-no. 26196-45-2] (4.69 g, 25 mmol), 2,5-dimethoxytetrahydrofuran (4.2 mL, 32.5 mmol) in HOAc (150 mL) at 95° C. for 2 h according to the general procedure F. Obtained as a red solid (4.10 g).

Sources & evidence

ORD record
ord-7446e496d10f423bb939ca3d2ce1e20b
Source dataset
uspto-grants-2003_04
Patent number
US06548495B2

Linked notes

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