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Citric Acid → 3-chloro-5-({2-chloro-5-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}oxy)benzonitrile

HRID 2124585
Notes
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Reaction equation

HRID 2124585 reaction equation
[CH3:50][CH2:51][O:52][C:53]([CH3:54])=[O:55].[CH3:56][N:57]1[CH2:58][CH2:59][CH2:60][C:61]1=[O:62].[Cl:1][c:2]1[c:3]([OH:20])[cH:4][c:5]([CH2:8][N:9]2[C:10](=[O:19])[c:11]3[cH:12][cH:13][cH:14][cH:15][c:16]3[C:17]2=[O:18])[cH:6][cH:7]1.[Cl:21][c:22]1[cH:23][c:24]([C:25]#[N:26])[cH:27][c:28]([F:30])[cH:29]1.[K+:31].[K+:32].[O-:33][C:34]([O-:35])=[O:36].[OH:37][C:38]([CH2:39][C:40]([C:41](=[O:42])[OH:43])([CH2:44][C:45](=[O:46])[OH:47])[OH:48])=[O:49]>>[Cl:1][c:2]1[c:3]([O:20][c:28]2[cH:27][c:24]([C:25]#[N:26])[cH:23][c:22]([Cl:21])[cH:29]2)[cH:4][c:5]([CH2:8][N:9]2[C:10](=[O:19])[c:11]3[cH:12][cH:13][cH:14][cH:15][c:16]3[C:17]2=[O:18])[cH:6][cH:7]1
ParticipantsSources & evidenceReaction notes

Participants

8

Reactant 7

HCID 311Citric AcidHCID 813Potassium Cation2×HCID 8857Ethyl AcetateHCID 13387N-methyl-2-pyrrolidoneHCID 19660Carbonate IonHCID 27348413-Chloro-5-fluorobenzonitrileHCID 59451595
2-[(4-chloro-3-hydroxyphenyl)methyl]-1H-isoindole-1,3(2H)-dione

Product 1

HCID 594515253-chloro-5-({2-chloro-5-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}oxy)benzonitrile

Sources & evidence

ORD record
ord-850b207922a0401f89b9a47d20ba3566
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes