(4-Aminophenoxy)benzene → HCID 22112840, compound

HRID 564793Notes

Reaction equation

HRID 564793 reaction equation
[Cl:1][C:2]1[C:3]2[C:10]([C:11]3[S:12][CH:13]=[CH:14][CH:15]=3)=[CH:9][S:8][C:4]=2[N:5]=[CH:6][N:7]=1.[O:16]([C:23]1[CH:29]=[CH:28][C:26]([NH2:27])=[CH:25][CH:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CC(O)C>[ClH:1].[O:16]([C:23]1[CH:24]=[CH:25][C:26]([NH:27][C:2]2[C:3]3[C:10]([C:11]4[S:12][CH:13]=[CH:14][CH:15]=4)=[CH:9][S:8][C:4]=3[N:5]=[CH:6][N:7]=2)=[CH:28][CH:29]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 8764(4-Aminophenoxy)benzeneHCID 7357324-Chloro-5-(2-thienyl)thieno[2,3-d]pyrimidine

Product 1

HCID 22112840HCID 22112840, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

4-Chloro-5-(2-thienyl)thieno[2,3-d]pyrimidine (commercially available from Maybridge Chemical Co. Ltd.) (0.126 g, 0.50 mmol) and 4-phenoxyaniline (0.116 g, 0.63 mmol) were reacted in 2-propanol (3 ml) for 6.5 hours according to Procedure A. The product was obtained as an off-white powder (0.150 g, 71%), m.p. 171-172° C. (effervescence); (Found: C, 62.60; H, 3.60, N, 9.85. C22H15N3OS2.0.67HCl requires: C, 62.06; H, 3.71; N, 9.87%); δH [2H6]-DMSO 8.58 (1H,s), 7.79-7.85 (2H,m), 7.29-7.56 (7H,m), 6.93-7.13 (5H,m); m/z 401 (M+).

Sources & evidence

ORD record
ord-107ffd1baacc4d0eac76928e92708e4d
Source dataset
uspto-grants-2001_01
Patent number
US06169091A

Reaction notes

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