Aluminum → Benzamide, N-(4-amino-5-chloro-2-hydroxyphenyl)-

HRID 1651748

Reaction equation

HRID 1651748 reaction equation
[Al].[C:2]([NH:10][C:11]1[CH:16]=[C:15]([Cl:17])[C:14]([N+:18]([O-])=O)=[CH:13][C:12]=1[OH:21])(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>[Co].[Cr].[Ni]>[NH2:18][C:14]1[C:15]([Cl:17])=[CH:16][C:11]([NH:10][C:2](=[O:9])[C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)=[C:12]([OH:21])[CH:13]=1

Participants

6

Reactant 2

HCID 5359268AluminumHCID 5483228Benzamide, N-(5-chloro-2-hydroxy-4-nitrophenyl)-

Product 1

HCID 78779Benzamide, N-(4-amino-5-chloro-2-hydroxyphenyl)-

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 23976ChromiumCatalystHCID 104730CobaltCatalyst2×

Procedure

Using the procedure described above and 5.0 g of a chromium-containing Raney cobalt catalyst containing about 20-30 weight percent aluminum, 1.5 to 2.5 weight percent nickel and the remainder cobalt, 2-benzamido 4-chloro 5-nitrophenol is hydrogenated for a total of 4 hours to obtain the corresponding amine, 5-amino 2-benzamido 4-chlorophenol. Analysis of a sample of the reaction mixture taken and analyzed in accordance with the procedure used in the preceding example, show that the purity of the product is 98.4 percent and the presence of 0.1 percent of dechlorinated by product. The azo, azoxy and hydroxylamine intermediate products are soluble in the final filtrate and thus are easily removed from the product. No starting material is detected.

Workup

  1. customis hydrogenated for a total of 4 hours

Sources & evidence

ORD record
ord-c7ba2b9b250d4e90b4c69e31f0088994
Source dataset
uspto-grants-1990_05
Patent number
US04929737

Linked notes

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