Hydrogen Sulfide → HCID 23370000, compound

HRID 1900889Notes

Reaction equation

HRID 1900889 reaction equation
[C:1]([C:3]1[CH:36]=[CH:35][C:6]([C:7]([NH:9][C:10](=[O:34])[NH:11][C:12]2[CH:26]=[CH:25][C:15]([O:16][CH2:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[C:14]([O:27][CH2:28][O:29][C:30]([CH3:33])([CH3:32])[CH3:31])[CH:13]=2)=[O:8])=[CH:5][CH:4]=1)#[N:2].N1C=CC=CC=1.[SH2:43]>C(N(CC)CC)C>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:7]([NH:9][C:10](=[O:34])[NH:11][C:12]2[CH:26]=[CH:25][C:15]([O:16][CH2:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[C:14]([O:27][CH2:28][O:29][C:30]([CH3:33])([CH3:32])[CH3:31])[CH:13]=2)=[O:8])=[CH:35][CH:36]=1)(=[S:43])[NH2:2]

Participants

5

Reactant 3

HCID 402Hydrogen SulfideHCID 1049PyridineHCID 23370040HCID 23370040, compound

Product 1

HCID 23370000HCID 23370000, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

In a similar manner to Example 1, starting material step (b), the product of step (c) (2.2 g), pyridine (186 ml), triethylamine (26 ml) and H2S gas were reacted to give t-butyl 4-[3-(4-thiocarbamoylbenzoyl)ureido]-2-(t-butoxymethoxy)phenoxyacetate (2.6 g) as a yellow solid: m.p. 198°-199° C.; NMR Spectrum (DMSO-d6) 1.43 (9H, s), 1.44 (9H, s), 4.61 (2H, s), 4.66 (2H, s), 6.89 (1H, d), 7.09 (1H, dd), 7.27 (1H, d), 7.98 (4H, m), 9.68 (1H, s), 10.02 (1H, s), 10.66 (1H, s), 11.07 (1H, s); Mass Spectrum m/Z 582 (M +Na)+.

Sources & evidence

ORD record
ord-5098b47179184adb82f2453372d377bc
Source dataset
uspto-grants-1996_11
Patent number
US05576334

Reaction notes

Loading…