Benzenamine, 3-ethynyl- → (3-Ethynylphenyl)-(7-nitroquinazolin-4-yl)-amine Hydrochloride

HRID 1869072Notes

Reaction equation

HRID 1869072 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([N+:12]([O-:14])=[O:13])=[CH:9][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)C>[ClH:1].[C:15]([C:17]1[CH:18]=[C:19]([NH:20][C:2]2[C:11]3[C:6](=[CH:7][C:8]([N+:12]([O-:14])=[O:13])=[CH:9][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 8306804-Chloro-7-nitroquinazoline

Product 1

HCID 18925068(3-Ethynylphenyl)-(7-nitroquinazolin-4-yl)-amine Hydrochloride

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

4-Chloro-7-nitroquinazoline (7.97 g, 38.0 mmol) and 3-ethynylaniline (4.54 g, 38.8 mmol) were refluxed in 125 mL of tert-butyl alcohol for 3 hours, cooled to room temperature and filtered to afford the title product as a solid which was washed with 10 mL of isopropyl alcohol and dried in vacuo at 70° C., 9.95 g (80%); mp 209°-210° C. dec.

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-12d8541d428d4ebaa03fe9cf067ed7ff
Source dataset
uspto-grants-2009_12
Patent number
USRE041065E1

Reaction notes

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