p-Toluidine → HCID 86761761, compound

HRID 1810112Notes

Reaction equation

[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[N:9]([O-])=O.[Na+].ClCC(=O)[CH2:16][C:17](O)=O.C([O-])(=O)C.[Na+].[OH2:26].[ClH:27]>>[C:2]1([CH3:1])[CH:8]=[CH:7][C:5]([NH:6][N:9]=[CH:16][C:17]([Cl:27])=[O:26])=[CH:4][CH:3]=1

Participants

Reactant 5

HCID 7813p-Toluidine

HCID 119720Butanoic acid, 4-chloro-3-oxo-

HCID 517045Sodium Acetate

HCID 21885828Hydrate;hydrochloride

HCID 23668193Sodium Nitrite

Product 1

HCID 86761761HCID 86761761, compound

Procedure

4-Methyl aniline (4 g, 37.38 mmol) was suspended in water: HCl (2:1); 30 ml. Aqueous solution of sodium nitrite (2.57 g, 37.38 mmol) was added at 0°-5° C. over a period of 30 minutes. Subsequently, aqueous solution of chloroacetoacetic acid (6.63 g, 48.59 mmol) was added followed by aqueous solution of sodium acetate (6.13 g, 74.76 mmol).

Sources & evidence

ORD record: ord-7cb8b72efa6b4331a1f2cb95b0d0c0e3
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08362064B2

Reaction notes

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