3,5-Dichlorophenyl isocyanate → HCID 67082985, compound

HRID 2368705Notes

Reaction equation

HRID 2368705 reaction equation
[NH:1]([C:3]1[CH:12]=[C:11]([CH3:13])[C:10]2[C:5](=[C:6]([CH3:15])[CH:7]=[CH:8][C:9]=2[CH3:14])[N:4]=1)[NH2:2].[Cl:16][C:17]1[CH:18]=[C:19]([N:24]=[C:25]=[O:26])[CH:20]=[C:21]([Cl:23])[CH:22]=1>>[Cl:16][C:17]1[CH:18]=[C:19]([NH:24][C:25]([NH:2][NH:1][C:3]2[CH:12]=[C:11]([CH3:13])[C:10]3[C:5](=[C:6]([CH3:15])[CH:7]=[CH:8][C:9]=3[CH3:14])[N:4]=2)=[O:26])[CH:20]=[C:21]([Cl:23])[CH:22]=1

Participants

3

Reactant 2

HCID 944603,5-Dichlorophenyl isocyanateHCID 43840406HCID 43840406, compound

Product 1

HCID 67082985HCID 67082985, compound

Procedure

A solution of 2-hydrazinyl-4,5,8-trimethylquinoline (100 mg, 0.50 mmol) and 93.53 mg (1.0 eq) of 3,5-dichlorophenyl isocyanate was reacted as outlined in Scheme 1 above to give the desired title compound. Spectroscopic data: 1H NMR (300 MHz, DMSO-d6) δ ppm 2.43 (s, 3 H) 2.73 (s, 3 H) 2.77 (s, 3 H) 6.69 (s, 1 H) 6.92 (d, J=7.03 Hz, 1 H) 7.09 (t, J=1.90 Hz, 1 H) 7.23 (d, J=7.62 Hz, 1 H) 7.68 (br. s., 2 H) 8.35 (s, 1 H) 8.53 (s, 1 H) 9.24 (br. s., 1 H).

Sources & evidence

ORD record
ord-eceb69104d17497bb36eafd51ee628c8
Source dataset
uspto-grants-2014_04
Patent number
US08703797B2

Reaction notes

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