Thiourea → HCID 90070481, compound

HRID 590516Notes

Reaction equation

HRID 590516 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[S:12][C:11]3[CH2:13][C:14]([CH3:21])([CH3:20])[CH2:15][C:16]([CH:18]=[CH2:19])(O)[C:10]=3[CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[NH2:22][C:23]([NH2:25])=[S:24]>C(O)(=O)C.C(OCC)C>[C:23]([S:24][CH2:19]/[CH:18]=[C:16]1\[CH2:15][C:14]([CH3:21])([CH3:20])[CH2:13][C:11]2[S:12][C:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=3)=[CH:9][C:10]\1=2)(=[NH:22])[NH2:25]

Participants

5

Reactant 2

HCID 2723790ThioureaHCID 90070482HCID 90070482, compound

Product 1

HCID 90070481HCID 90070481, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 3283Diethyl EtherSolvent

Conditions

Temperature
25 °C

Procedure

2-(3-Bromophenyl)-6,6-dimethyl-4-vinyl-4,5,6,7-tetrahydrobenzo[b]thiophen-4-ol (0.39 g, 1.0 mmol) was suspended in acetic acid (2.0 mL). Thiourea (83 mg, 1.0 mmol) was added and the reaction was stirred at 25° C. for 18 hr. The mixture was diluted with diethyl ether and petroleum ether yielding a solid precipitate. The solid was filtered, washed with additional diethyl ether and dried in vacuo to afford the title compound as the acetate salt (0.3 g, 60%).

Workup

  1. filtrationThe solid was filtered
  2. washwashed with additional diethyl ether
  3. customdried in vacuo

Sources & evidence

ORD record
ord-2b206d171c83484ba39e5892011f5772
Source dataset
uspto-grants-2016_01
Patent number
US09233982B2

Reaction notes

Loading…