Succinic Acid → HCID 67336831, compound

HRID 1670562Notes

Reaction equation

HRID 1670562 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]2[CH2:6][CH2:7][NH:8][CH2:9][CH2:10][C:4]=2[C:3]=1[CH2:13][S:14][C:15]1[S:16][CH2:17][CH2:18][N:19]=1.[C:20]([OH:27])(=[O:26])[CH2:21][CH2:22][C:23]([OH:25])=[O:24]>C(O)C>[C:20]([OH:27])(=[O:26])[CH2:21][CH2:22][C:23]([OH:25])=[O:24].[Cl:1][C:2]1[CH:12]=[CH:11][C:5]2[CH2:6][CH2:7][NH:8][CH2:9][CH2:10][C:4]=2[C:3]=1[CH2:13][S:14][C:15]1[S:16][CH2:17][CH2:18][N:19]=1

Participants

4

Reactant 2

HCID 1110Succinic AcidHCID 59822268HCID 59822268, compound

Product 1

HCID 67336831HCID 67336831, compoundYield 101.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 7-chloro-6-(4,5-dihydro-thiazol-2-ylthiomethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine (0.57 g, 1.8 mmol) in absolute ethanol (10 mL), add succinic acid (0.217 g, 1.83 mmol). After acid dissolves, concentrate the reaction mixture in vacuo. Combine the residue with MTBE, concentrate in vacuo several times and dry under high vacuum at room temperature overnight to obtain the title compound (0.79 g, 100%) as a white foam. MS (ES+) m/z/z: 313.0 (M+H)+.

Workup

  1. concentrationAfter acid dissolves, concentrate the reaction mixture in vacuo
  2. concentrationconcentrate in vacuo several times
  3. customdry under high vacuum at room temperature overnight

Sources & evidence

ORD record
ord-c53a9bf427ae4f33b5065d57732bb2d3
Source dataset
uspto-grants-2011_08
Patent number
US07994163B2

Reaction notes

Loading…