4-Benzyloxyaniline hydrochloride → HCID 178479358, compound

HRID 1824016Notes

Reaction equation

HRID 1824016 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([NH:8][C:9]#[N:10])=[O:7].[ClH:11].[CH2:12]([O:19][C:20]1[CH:26]=[CH:25][C:23]([NH2:24])=[CH:22][CH:21]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[ClH:11].[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([NH:8][C:9]([NH:24][C:23]1[CH:22]=[CH:21][C:20]([O:19][CH2:12][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[CH:26][CH:25]=1)=[NH:10])=[O:7]

Participants

3

Reactant 2

HCID 27238314-Benzyloxyaniline hydrochlorideHCID 22149195HCID 22149195, compound

Product 1

HCID 178479358HCID 178479358, compoundYield 61%

Procedure

Synthesis of this compound was achieved by the method set forth in Example 1, Part II above with the use of N-(2-thiophenecarbonyl)cyanamide in place of N-(4-methylbenzoylcyanamide) and using 4-benzylcyanamide and using 4-benzyloxyaniline hydrochloride instead of 4-isopropylaniline hydrochloride respectively. Yield 61%; m.p. 198–202° C.; Purity 93% (HPLC); 1H-NMR (CD3OD) δ 5.18 (s, 2H, CH2), 7.18 (d, 2H), 7.22–7.4 (m, 6H), 7.44 (d, 2H), 7.9 (d, 1H), 8.18 (d, 1H).

Workup

  1. customSynthesis of this compound

Sources & evidence

ORD record
ord-f59c540f90074abfbe17e9afbfc8f240
Source dataset
uspto-grants-2006_05
Patent number
US07041702B1

Reaction notes

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