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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388609Generated: November 2, 2026

Diazald → HCID 53380362, compound

https://huagongshe.com/reaction/2388609

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiazaldHCID 6628—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 21225595HCID 21225595—
ReactantHCID 67387563HCID 67387563—
SolventMethanolHCID 887—
ProductHCID 53380362HCID 53380362—

Reaction Steps

The compound was synthesized starting from KOH (15 eq in water), diazald (9 eq), ethylene glycol/Et2O (1/3 v/v, 40 ml), 1-(1H-Benzo[d]imidazol-6-yl)-3-hydroxy-4-methyl-5-(4-phenoxycyclohexyl)-1H-pyrrol-2(5H)-one (0.900 g, 2.23 mmol, 1 eq) and MeOH (10 ml) and was purified by preparative HPLC; yield: 0.051 g (12.2%); MS m/z: 418.2 [M+H]+; 1H-NMR: (400 MHz, DMSO-D6) δ: 12.52 (b, 1H), 8.26-8.25 (d, 1H), 7.67-7.53 (m, 2H), 7.27-7.15 (m, 3H), 4.80-4.72 (m, 1H), 4.50 (s, 0.5H), 4.20 (m, 1H), 3.86 (s, 3H), 2.03-1.90 (m, 4H), 1.69-1.65 (m, 2H), 1.46-1.39 (m, 2H), 1.21-0.99 (m, 2H); HPLC (METHOD [A]): rt 13.30 min (97.08%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269019B2
Source datasetuspto-grants-2012_09
ORD IDord-fbdfea668a6d446f86cec4818eb58dc1
Source noteuspto-grants-2012_09