HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 839356Generated: October 25, 2026
Acetic Anhydride → 3-(2,4-Bis(diethylamino)phenyl)-3-(2-methyl-4-(diethylamino)phenyl)phthalide
https://huagongshe.com/reaction/839356
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 2-(4-(Diethylamino)-2-methylbenzoyl)benzoic acid | HCID 104335 | — |
| Reactant | N~1~,N~1~,N~3~,N~3~-Tetraethylbenzene-1,3-diamine | HCID 19382815 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-(2,4-Bis(diethylamino)phenyl)-3-(2-methyl-4-(diethylamino)phenyl)phthalide | HCID 86734898 | — |
Reaction Steps
A mixture of 2-(2-methyl-4-(diethylamino)benzoyl)benzoic acid (12.48 g.), N,N,N',N'-tetraethyl-m-phenylenediamine (10.56 g.) and acetic anhydride (12 ml.) was warmed (at 40±8° C.) during one hour, diluted with water (50 ml., then 100 ml.), adjusted to pH 4.6 and filtered. The filtrate was clarified with water and adjusted to pH 5.5. Recrystallization of the resulting product (m.p. 134°-140° C.) from methanol afforded 3-(2,4-bis(diethylamino)phenyl)-3-(2-methyl-4-(diethylamino)phenyl)phthalide (I: X = Y4 = (CH3CH2)2N, Y2 = CH3, Z4 = Z5 = Z6 = Z7 = H) (m.p. 149°-151° 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-cc48aec9b63c4c20a9bdd0d489fd456d |
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| Source note | uspto-grants-1978_06 |
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