HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 839340Generated: October 26, 2026
Benzoic Acid → 3-(2,4-Bis(dimethylamino)phenyl)-3-(4-(dimethylamino)phenyl)phthalide
https://huagongshe.com/reaction/839340
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoic Acid | HCID 243 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 1,3-Benzenediamine, N1,N1,N3,N3-tetramethyl- | HCID 89715 | — |
| Product | 3-(2,4-Bis(dimethylamino)phenyl)-3-(4-(dimethylamino)phenyl)phthalide | HCID 20440832 | — |
Reaction Steps
A mixture of 2-(4-dimethylamino)benzoyl)benzoic acid (26.8 g.), N,N,N',N'-tetramethyl-m-phenylenediamine (16.4 g.) and acetic anhydride (80 g.) was heated (to 95° C.) during one hour, cooled and poured into dilute hydrochloric acid. The resulting mixture was basified. Recrystallization of the resulting solid from a mixture of toluene and hexane afforded 3-(2,4-bis(dimethylamino)phenyl)-3-(4-(dimethylamino)-phenyl)phthalide (I: X = Y4 = (CH3)2N, Y2 = Z4 = Z5 = Z6 = Z7 = H) (m.p. 190°-194° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04094877 |
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| Source dataset | uspto-grants-1978_06 |
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| ORD ID | ord-37ce92fe7e244c93a507814d05101bdb |
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| Source note | uspto-grants-1978_06 |
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