Benzoyl chloride → 1-Benzoyl-3-[2-methoxy-5-(tetrahydropyran-4-yl)-phenyl]-thiourea

HRID 968536Notes

Reaction equation

HRID 968536 reaction equation
[C:1]([SH:3])#[N:2].N.[C:5](Cl)(=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([CH:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)=[CH:18][C:17]=1[NH2:28]>CC(C)=O>[C:5]([NH:2][C:1]([NH:28][C:17]1[CH:18]=[C:19]([CH:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[CH:20]=[CH:21][C:16]=1[O:15][CH3:14])=[S:3])(=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 13417437AmthioHCID 219192622-Methoxy-5-(tetrahydropyran-4-yl)-phenylamine

Product 1

HCID 227195711-Benzoyl-3-[2-methoxy-5-(tetrahydropyran-4-yl)-phenyl]-thiourea

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of ammonium rhodanide in acetone is added benzoyl chloride and a solution of 2-methoxy-5-(tetrahydro-pyran-4-yl)-phenylamine (IX). The reaction is carried out under reflux for about 20 minutes. The product 1-benzoyl-3-[2-methoxy-5-(tetrahydro-pyran-4-yl)-phenyl]-thiourea (X) is isolated by conventional means.

Workup

  1. temperatureunder reflux for about 20 minutes

Sources & evidence

ORD record
ord-2b9490f3c4f2427d83ad5bfd852d1b2f
Source dataset
uspto-grants-2007_12
Patent number
US07304058B2

Reaction notes

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