Methyl p-toluenesulfonate → HCID 74052868, compound

HRID 2122002Notes

Reaction equation

HRID 2122002 reaction equation
[CH2:1]([N:8]1[C:12](=[O:13])[C:11](=[C:14]2[N:18]([CH3:19])[C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[C:16]([CH3:26])[S:15]2)[S:10][C:9]1=S)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(C)C=CC(S(OC)(=O)=O)=CC=1.[NH2:40][C:41]1[CH:42]=[C:43]([NH:50][C:51](=[O:55])[CH2:52][O:53][CH3:54])[CH:44]=[CH:45][C:46]=1[NH:47][CH2:48][CH3:49]>>[CH2:1]([N:8]1[C:12](=[O:13])[C:11](=[C:14]2[N:18]([CH3:19])[C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[C:16]([CH3:26])[S:15]2)[S:10][C:9]1=[N:40][C:41]1[CH:42]=[C:43]([NH:50][C:51](=[O:55])[CH2:52][O:53][CH3:54])[CH:44]=[CH:45][C:46]=1[NH:47][CH2:48][CH3:49])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 6645Methyl p-toluenesulfonateHCID 21937426HCID 21937426, compoundHCID 73855039HCID 73855039, compound

Product 1

HCID 74052868HCID 74052868, compound

Procedure

Likewise as described in Example 1, intermediate 3′-benzyl-3,5-dimethyl-4-phenyl-2′-thioxo-2′,3′-dihydro-3H-[2,5′]bithiazolyliden-4′-one was alkylated with methyl p-toluenesulfonate and condensed with N-(3-amino-4-ethylaminophenyl)-2-methoxyacetamide to afford the title compound. 1H-NMR (CDCl3): δ 8.00 (1H, br s), 7.42-7.51 (5H, m), 7.30-7.37 (3H, m), 7.19-7.26 (3H, m), 7.11 (1H, d), 6.53 (1H, br s), 5.18 (2H, s), 3.97 (2H, s), 3.47 (3H, s), 3.42 (3H, s), 2.98 (2H, m), 2.06 (3H, s), 1.02 (3H, br t); MS(ESI): 600 (MH+).

Sources & evidence

ORD record
ord-add108fcdd544506bcfaf0fc9a454bf3
Source dataset
uspto-grants-2004_02
Patent number
US06696473B2

Reaction notes

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