Acetone → HCID 54398791, compound

HRID 2412512Notes

Reaction equation

HRID 2412512 reaction equation
[C:1]([NH:9][C:10]([C:37](=[O:39])N)=[CH:11][C:12]1[N:13]=[C:14]([F:36])[N:15]([C:17]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:16]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.CC(C)=[O:43]>>[C:1]([NH:9][C:10]([C:37]([OH:43])=[O:39])=[CH:11][C:12]1[N:13]=[C:14]([F:36])[N:15]([C:17]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:16]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 54455625HCID 54455625, compound

Product 1

HCID 54398791HCID 54398791, compound

Procedure

The azlactone from Example 67 was suspended in acetone and heated for 10 minutes on a steam bath. Addition of 2N HCl and extractive work-up gave 4-(2-benzoylamino-2-carboxyvinyl)-2-fluoro-1-triphenylmethylimidazole, having the following n.m.r. in CDCl3 : 6.88 (s, 1H); 6.95-7.7 (m, 19H); 8.1-8.3 (m, 2H); 13.09 (br s, 1H).

Workup

  1. temperatureheated for 10 minutes on a steam bath

Sources & evidence

ORD record
ord-6775535f27a24d06bc554f5f8025f417
Source dataset
uspto-grants-1985_01
Patent number
US04492692

Reaction notes

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