(4-Aminophenoxy)benzene → HCID 22112873, compound

HRID 564784Notes

Reaction equation

HRID 564784 reaction equation
[Cl:1][C:2]1[C:3]2[S:10][CH:9]=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[O:11]([C:18]1[CH:24]=[CH:23][C:21]([NH2:22])=[CH:20][CH:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CC(O)C>[ClH:1].[O:11]([C:18]1[CH:19]=[CH:20][C:21]([NH:22][C:2]2[C:3]3[S:10][CH:9]=[CH:8][C:4]=3[N:5]=[CH:6][N:7]=2)=[CH:23][CH:24]=1)[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 8764(4-Aminophenoxy)benzeneHCID 27358214-Chlorothieno[3,2-d]pyrimidine

Product 1

HCID 22112873HCID 22112873, compoundYield 73.1%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

4-Chlorothieno[3,2-d]pyrimidine (0.085 g, 0.50 mmol) and 4-phenoxyaniline (0.105 g, 0.55 mmol) were reacted in 2-propanol (3.5 ml) for 3 hours according to Procedure A. The product was obtained as a cream solid (0.130 g, 73%), m.p. 236-240° C.; (Found: C, 60.61; H, 3.95, N, 11.93. C18H13N3OS.HCl requires: C, 60.76; H, 3.97; N, 11.81%); δH [2H6]-DMSO 10.93 (1H, br s, NH), 8.80 (1H, s, 2-H), 8.42 (1H, d, J 8, 6-H or 7-H), 7.69 (2H, d, J 9, 2′-H, 6′-H), 7.55 (1H, d, J 8, 6-H or 7-H), 7.41 (2H, t, J 9, 3″-H, 5″-H), 7.18 (1H, t, J 9, 4″-H), 7.04-7.15 (4H, m, 3′-H, 5′-H, 2″-H, 6″-H); m/z (%) 318 (100, M−1+).

Sources & evidence

ORD record
ord-726b01b8bed94a83ab49fe595f925b74
Source dataset
uspto-grants-2001_01
Patent number
US06169091A

Reaction notes

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