4-Amino-m-cresol → HCID 58692217, compound

HRID 2264277Notes

Reaction equation

HRID 2264277 reaction equation
C1(S([N:10]2[C:14]3=[N:15][CH:16]=[CH:17][CH:18]=[C:13]3[C:12]([C:19]3[CH:24]=[CH:23][N:22]=[C:21](Cl)[N:20]=3)=[CH:11]2)(=O)=O)C=CC=CC=1.[NH2:26][C:27]1[CH:32]=[CH:31][C:30]([OH:33])=[CH:29][C:28]=1[CH3:34]>>[CH3:34][C:28]1[CH:29]=[C:30]([OH:33])[CH:31]=[CH:32][C:27]=1[NH:26][C:21]1[N:20]=[C:19]([C:12]2[C:13]3[C:14](=[N:15][CH:16]=[CH:17][CH:18]=3)[NH:10][CH:11]=2)[CH:24]=[CH:23][N:22]=1

Participants

3

Reactant 2

HCID 178194-Amino-m-cresolHCID 59596028HCID 59596028, compound

Product 1

HCID 58692217HCID 58692217, compoundYield 50%

Procedure

Using procedure of example 1, compound 1f (4.0 g) was reacted with 4-amino-3-methylphenol (2.66 g) to provide 1.7 g (50%) of compound 79. 1H NMR (400 MHz, DMSO) δ 12.20 (s, 1 H), 9.18 (s, 1 H), 8.45 (s, 1 H), 8.35 (d, 1 H), 8.22 (d, 1 H), 8.18 (d, 1 H), 7.15 (m, 1 H), 7.00 (m, 1 H), 6.65 (d, 1 H), 6.60 (dd, 1 H), 2.15 (s, 3 H). MS (ESI) m/z: 316 (M+H)+.

Sources & evidence

ORD record
ord-14501353cf8e4527b8024c27dacf2c0a
Source dataset
uspto-grants-2010_12
Patent number
US07855205B2

Reaction notes

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