HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → 3-[2,4-Bis(diethylamino)phenyl]-3-(1-ethyl-2-methyl-3-indolyl)4,5,6,7-tetrachlorophthalide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | N~1~,N~1~,N~3~,N~3~-Tetraethylbenzene-1,3-diamine | HCID 19382815 | — |
| Reactant | 1-Ethyl-2-methyl-3-(2-carboxy-3,4,5,6-tetrachlorobenzoyl)indole | HCID 19763805 | — |
| Product | 3-[2,4-Bis(diethylamino)phenyl]-3-(1-ethyl-2-methyl-3-indolyl)4,5,6,7-tetrachlorophthalide | HCID 20523546 | — |
| Product | 3-[2-Acetamido-4-dimethylaminophenyl]-3-(1-ethyl-2-methyl-3-indolyl)-4,5,6,7-tetrachlorophthalide | HCID 20523548 | — |
Reaction Steps
Following a procedure similar to that described in part B of Example 2 above, 4.45 g (0.01 mole) of 2-(1-ethyl-2-methyl-3-indolyl)carbonyl-3,4,5,6-tetrachlorobenzoic acid and 2.20 g (0.01 mole) of N,N,N',N'-tetraethyl-m-phenylenediamine were interacted in the presence of ten ml of acetic anhydride to obtain 3-[2,4-bis(diethylamino)phenyl]-3-(1-ethyl-2-methyl-3indolyl)-4,5,6,7-tetrachlorophthalide (Formula III: R°=R1 =R2 =R3 =Cl; R=R6 =CH2CH3 ; R4 =N(CH2CH3)2 ; R5 =CH3 ; Y1 =H) melting at 100°-103° C. and showing a significant infrared absorption maxima at 1770 cm-1 (C=O; s). A toluene solution of this compound developed an intense blue color when spotted on silica gel.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04322352 |
| Source dataset | uspto-grants-1982_03 |
| ORD ID | ord-07e846193acb414abba5a3a26dcf7b75 |
| Source note | uspto-grants-1982_03 |