HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2413100Generated: November 3, 2026
Ammonia → Butanamide, 2-[2-(4-chloro-2-nitrophenyl)diazenyl]-N-(2-chlorophenyl)-3-oxo-
https://huagongshe.com/reaction/2413100
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ammonia | HCID 222 | — |
| Reactant | Chloroacetic Acid | HCID 300 | — |
| Reactant | 4-Chloro-2-nitroaniline | HCID 6979 | — |
| Reactant | Acetoacetyl-2-chloroanilide | HCID 7156 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Solvent | 2-Ethylhexanoic Acid | HCID 8697 | — |
| Product | Butanamide, 2-[2-(4-chloro-2-nitrophenyl)diazenyl]-N-(2-chlorophenyl)-3-oxo- | HCID 94326 | — |
Reaction Steps
8.62 g of p-chloro-o-nitroaniline, 10.89 g of acetoacet-o-chloroanilide, 2.36 g of α-chloroacetic acid and 50 ml of 2-ethylhexanoic acid are stirred at 600 rpm for 1 hour in a 1/2 liter grinding pot containing 200 g of 2-3 mm diameter glass beads. The temperature reaches 26° C. 4.14 g of sodium nitrite are added and stirring continued. As pigment formation commences and the grinding viscosity increases, 25 ml portions of 2-ethylhexanoic acid are added after 2 and 5 minutes. A maximum temperature of 36° C. is obtained after 16 minutes, and after 1 hour, at a temperature of 32° C., aqueous ammonia solution is added and the pigment product recovered, washing well with hot water at the filtration stage. The C.I. Pigment Yellow 3 product, obtained in a yield of 17.84 g (90.3% of theory) is approximately 20% stronger and slightly redder than the corresponding product prepared by conventional aqueous coupling, when dispersed in a decorative alkyd paint system.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04496481 |
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| Source dataset | uspto-grants-1985_01 |
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| ORD ID | ord-2d776b70ae654642ae45163b1df727bf |
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| Source note | uspto-grants-1985_01 |
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