Benzenamine, 3-ethynyl- → (3-Ethynylphenyl)-(6-nitroquinazolin-4-yl)-amine Hydrochloride

HRID 1869067Notes

Reaction equation

HRID 1869067 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[C:15]([C:17]1[CH:18]=[C:19]([CH:21]=[CH:22][CH:23]=1)[NH2:20])#[CH:16]>C(O)(C)C>[ClH:1].[C:15]([C:17]1[CH:18]=[C:19]([NH:20][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=3)[N:5]=[CH:4][N:3]=2)[CH:21]=[CH:22][CH:23]=1)#[CH:16]

Participants

4

Reactant 2

HCID 104682Benzenamine, 3-ethynyl-HCID 113562574-Chloro-6-nitroquinazoline

Product 1

HCID 18925019(3-Ethynylphenyl)-(6-nitroquinazolin-4-yl)-amine Hydrochloride

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

4-Chloro-6-nitroquinazoline (1.06 g,5.00 mmol) and 3-ethynylaniline (1.00 g,5.30 mmol) were refluxed in 10 mL of isopropyl alcohol for 3 hours, cooled and, after 16 hours at room temperature, filtered to afford solid title product which was washed with 10 mL of isopropyl alcohol and dried in vacuo, at 70° C., 1.27 g (78%); mp 255°-256° C.

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-e008f2304e6f4b2c9ffc7a23bc60e171
Source dataset
uspto-grants-2009_12
Patent number
USRE041065E1

Reaction notes

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