HCID 13424333, compound → HCID 13424334, compound

HRID 543826Notes

Reaction equation

HRID 543826 reaction equation
BrC1C=C2C(=CC=1)C=C(C(=S)N(C)CC(O)=O)C=C2.C[O:21][C:22](=[O:39])[CH2:23][N:24]([C:26]([C:28]1[CH:37]=[CH:36][C:35]2[C:30](=[CH:31][CH:32]=[CH:33][C:34]=2[Br:38])[CH:29]=1)=[S:27])[CH3:25]>>[Br:38][C:34]1[CH:33]=[CH:32][CH:31]=[C:30]2[C:35]=1[CH:36]=[CH:37][C:28]([C:26](=[S:27])[N:24]([CH3:25])[CH2:23][C:22]([OH:39])=[O:21])=[CH:29]2

Participants

3

Reactant 2

HCID 13424333HCID 13424333, compoundHCID 20460623HCID 20460623, compound

Product 1

HCID 13424334HCID 13424334, compound

Procedure

In the same manner but replacing N-[(6-bromo-2-naphthalenyl)thioxomethyl]-N-methylglycine with an equivalent amount of another ester of formula V, other compounds of formula I are obtained. For example, replacement with N-[(5-bromo-2-naphthalenyl)thioxomethyl]-N-methylglycine methyl ester, described in the preceding example, gave N-[(5-bromo-2-naphthalenyl)thioxomethyl]-N-methylglycine; mp 180° C. (dec); NMR (DMSO-d6) δ 3.2 and 3.55 (2s, 3H), 4.25 and 4.85 (2s, 2H), 7.75 (m, 6H); IR (Nujol*) 2900, 1690, cm-1 ; UVλmax (EtOH) 276 nm (ε15,900), 247 (32,470), 319 (42,720); Anal Calcd: C, 49.72% H, 3.58% N, 4.14%; Found: C, 50.04% H, 3.75% N, 4.25%.

Workup

  1. customare obtained

Sources & evidence

ORD record
ord-4edff7fabebd4ad684353e0b12040f5b
Source dataset
uspto-grants-1984_05
Patent number
US04447452

Reaction notes

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