1,3-Benzodioxol-5-amine → 4-Quinazolinamine, N-1,3-benzodioxol-5-yl-2-chloro-N-methyl-

HRID 1876103Notes

Reaction equation

HRID 1876103 reaction equation
[Cl:1][C:2]1[N:11]=[C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]3[O:19][CH2:20][O:21][C:15]=3[CH:14]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH2:22]1OC2C=CC(N)=CC=2O1.ClC1N=C(Cl)C2C(=CC=CC=2)N=1>>[Cl:1][C:2]1[N:11]=[C:10]([N:12]([C:13]2[CH:18]=[CH:17][C:16]3[O:19][CH2:20][O:21][C:15]=3[CH:14]=2)[CH3:22])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

4

Reactant 3

HCID 843101,3-Benzodioxol-5-amineHCID 2528862,4-DichloroquinazolineHCID 22692858N-(2H-1,3-Benzodioxol-5-yl)-2-chloroquinazolin-4-amine

Product 1

HCID 115369244-Quinazolinamine, N-1,3-benzodioxol-5-yl-2-chloro-N-methyl-

Procedure

(2-Chloro-quinazolin-4-yl)-(3,4-methylenedioxyphenyl)-amine: The title compound was prepared from 3,4-methylenedioxyphenylamine and 2,4-dichloroquinazoline by a procedure similar to Example 1b and was isolated as solids (45% yield). 1H NMR (CDCl3): 7.81-7.83 (m, 3H), 7.51-7.56 (m, 2H), 7.44 (d, 1H, J=2.1), 6.98 (dd, 1H, J=2.1, 8.1), 6.82 (d, 1H, J=8.1), 6.01 (s, 2H).

Sources & evidence

ORD record
ord-9405dfa86ec149a3b2989d78f4df50d8
Source dataset
uspto-grants-2012_11
Patent number
US08309562B2

Reaction notes

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