Trifluoroacetic acid → 5-nitro-2-(3-phthalimidomethyl-4H-1,2,4-triazol-4-yl)-2'-chlorobenzophenone

HRID 1076622Notes

Reaction equation

[Cl:1][C:2]1[CH:50]=[CH:49][CH:48]=[CH:47][C:3]=1[C:4]([C:6]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:7]=1[N:15]([CH:30]=[N:31][NH:32]C(=O)CN1C(=O)C2C(=CC=CC=2)C1=O)[C:16](=O)[CH2:17][N:18]1[C:26](=[O:27])[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:19]1=[O:28])=[O:5].FC(F)(F)C(O)=O>>[Cl:1][C:2]1[CH:50]=[CH:49][CH:48]=[CH:47][C:3]=1[C:4](=[O:5])[C:6]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:7]=1[N:15]1[CH:30]=[N:31][N:32]=[C:16]1[CH2:17][N:18]1[C:26](=[O:27])[C:25]2=[CH:24][CH:23]=[CH:22][CH:21]=[C:20]2[C:19]1=[O:28]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 1317102371,3-dioxo-2-isoindolineacetic acid, [[N-[2-(o-chlorobenzoyl)-4-nitrophenyl]-1,3-dioxo-2-isoindolineacetamido]methylene]hydrazide

Product 1

HCID 214988805-nitro-2-(3-phthalimidomethyl-4H-1,2,4-triazol-4-yl)-2'-chlorobenzophenone

Procedure

In the manner given in Example 7, 1,3-dioxo-2-isoindolineacetic acid, [[N-[2 -(o-chlorobenzoyl)-4-nitrophenyl]-1,3-dioxo-2-isoindolineacetamido]methylene]hydrazide is heated to 100°-110°C with trifluoracetic acid to give 2'-chloro-5-nitro-2-[3-(phthalimidomethyl)-4 H-1,2,4-triazol-4-yl]benzophenone.

Sources & evidence

ORD record: ord-b36bb4e81a3d4eb4bec14a65d52dbfff
Source dataset: uspto-grants-1976_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03957761

Reaction notes

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