Hydrochloric Acid → HCID 21428511, compound

HRID 437528Notes

Reaction equation

HRID 437528 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([OH:10])[CH:7]=[CH:6][C:5]=1[CH3:11])([O-])=O.[Sn].[ClH:13]>>[ClH:13].[NH2:1][C:4]1[CH:9]=[C:8]([OH:10])[C:7]([Cl:13])=[CH:6][C:5]=1[CH3:11]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 162713-Nitro-p-cresolHCID 5352426Tin atom

Product 1

HCID 21428511HCID 21428511, compound

Procedure

The process embodies the reaction shown in the following diagram: ##STR4## 0.5 mol (76.5 g) of 2-nitro-4-hydroxy toluene is reduced with a mixture containing 600 cm3 of concentrated hydrochloric acid and 116 g of tin at 75°-80° C. This is filtered while hot, yielding 45 g of 2-amino-4-hydroxy-5 chloro toluene hydrochloride, which is insoluble in concentrated hot hydrochloric acid. The hydrochloric solution of the reduction contains 2-amino-4-hydroxy toluene as chlorostannate. 2-amino-4-hydroxy toluene, which melts at 159° C, may be isolated, if desired.

Workup

  1. filtrationThis is filtered while hot,

Sources & evidence

ORD record
ord-08a15425528f4ed387ddacd8a1e6264f
Source dataset
uspto-grants-1977_06
Patent number
US04031160

Reaction notes

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