Trifluoroacetic acid → HCID 69519727, compound

HRID 1831446Notes

Reaction equation

HRID 1831446 reaction equation
C(O)(C(F)(F)F)=O.O[CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][C:18](=[O:27])[N:19]([CH3:26])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:13][CH:12]=1.[SH:28][C:29]1[N:30]([CH3:34])[CH:31]=[CH:32][N:33]=1>>[CH3:34][N:30]1[CH:31]=[CH:32][N:33]=[C:29]1[S:28][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][C:18](=[O:27])[N:19]([CH3:26])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:13][CH:12]=1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 69520342Methyl-phenyl-carbamic Acid 4-(2-hydroxy-ethyl)-phenyl EsterHCID 178480602HCID 178480602, compound

Product 1

HCID 69519727HCID 69519727, compoundYield 37%

Procedure

The title compound was prepared as its TFA salt in 37% yield as an oil using methyl-phenyl-carbamic acid 4-(2-hydroxy-ethyl)-phenyl ester and 2-mercapto-1-methylimidazole. NMR (400 MHz; CDCl3): δ 3.01 (t, 2H), 3.40 (br s, 3H), 3.47 (s, 1H), 3.64 (t, 2H), 6.92 (br d, 2H), 6.98 (s, 1H), 7.08 (d, 2H), 7.26–7.43 (m, 6H); HPLC-MS: m/z=368.2 (M+1); Rt=2.30 min.

Sources & evidence

ORD record
ord-45ca12e1c917447589f0859f5878b68d
Source dataset
uspto-grants-2006_06
Patent number
US07067517B2

Reaction notes

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