O-Toluidine → HCID 18921726, compound

HRID 1289559Notes

Reaction equation

HRID 1289559 reaction equation
[CH3:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].[CH2:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][CH2:11][N:10]1[C:19]1[C:28]2[CH2:27][CH2:26][CH2:25][CH2:24][C:23]=2[N:22]=[C:21]([Cl:29])[N:20]=1>CN(C)C=O>[ClH:29].[CH3:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH:4][C:21]1[N:20]=[C:19]([N:10]2[CH2:11][CH2:12][C:13]3[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:9]2)[C:28]2[CH2:27][CH2:26][CH2:25][CH2:24][C:23]=2[N:22]=1

Participants

4

Reactant 2

HCID 7242O-ToluidineHCID 18921761HCID 18921761, compound

Product 1

HCID 18921726HCID 18921726, compoundYield 49.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

After 2-methylaniline(0.30 ml, 2.7 mmol) was added to a mixture solution of 4-(1,2,3,4-tetrahydroisoquinolin-2-yl)-2-chloro-5,6,7,8-tetrahydroquinazoline(0.75 g, 2.5 mmol) and dimethylformamide(5 ml), 0.50 g of the titled compound was obtained in accordance with the same procedure as in Step 2 of Example 1.

Sources & evidence

ORD record
ord-2af4dcc9b7b1442eb67dfbeb00170d1d
Source dataset
uspto-grants-1998_05
Patent number
US05750531

Reaction notes

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