HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → 3,3-Bis(2,4-bis(dimethylamino)phenyl)-4,5,6,7-tetrachlorophthalide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 1,3-Benzenediamine, N1,N1,N3,N3-tetramethyl- | HCID 89715 | — |
| Reactant | 2-(2,4-Bis(dimethylamino)benzoyl)-3,4,5,6-tetrachlorobenzoic acid | HCID 23343373 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 3,3-Bis(2,4-bis(dimethylamino)phenyl)-4,5,6,7-tetrachlorophthalide | HCID 23343360 | — |
Reaction Steps
A mixture of most of the 2-(2,4-bis(dimethylamino)benzoyl)-3,4,5,6-tetrachlorobenzoic acid from part A of this example, N,N,N',N'-tetramethyl-m-phenylenediamine (0.82 g. plus 0.4 g.) and acetic anhydride was heated under reflux. Concentration of a toluene extract of the resulting product gave a tar, which was slurried in hexane, affording 3,3-bis(2,4-bis(dimethylamino)phenyl)-4,5,6,7-tetrachlorophthalide (I: X=Y2 =Y4 =(CH3)2N, Z4 =Z5 =Z6 =Z7 =Cl) (m.p. 195°-197° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04209618 |
| Source dataset | uspto-grants-1980_06 |
| ORD ID | ord-256181fcac96463fa111d4d645650b81 |
| Source note | uspto-grants-1980_06 |