Hydrochloric Acid → 6-Amino-4-(naphthalen-2-yl-methyl)perhydro-1,4-thiazepin-5-one hydrochloride

HRID 1986546Notes

Reaction equation

HRID 1986546 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][N:12]1[C:18](=[O:19])[CH:17]([NH:20]C(=O)OC(C)(C)C)[CH2:16][S:15][CH2:14][CH2:13]1.[ClH:28]>O1CCOCC1>[ClH:28].[NH2:20][CH:17]1[CH2:16][S:15][CH2:14][CH2:13][N:12]([CH2:11][C:2]2[CH:3]=[CH:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH:1]=2)[C:18]1=[O:19]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57722245Tert-butyl [4-(naphthalen-2-ylmethyl)-5-oxoperhydro-1,4-thiazepin-6-yl]carbamate

Product 1

HCID 690657836-Amino-4-(naphthalen-2-yl-methyl)perhydro-1,4-thiazepin-5-one hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

510 mg of 42 (1.32 mmol) are taken up in a 25 ml round-bottomed flask and 10 ml of a solution of hydrogen chloride in dioxane (4M) are added. The mixture is stirred for 3 hours at room temperature under argon. After evaporating off the solvent, 510 mg of amine 43 are obtained in hydrochloride form, which product is used directly in the following step.

Workup

  1. customAfter evaporating off the solvent, 510 mg of amine 43
  2. customare obtained in hydrochloride form, which product

Sources & evidence

ORD record
ord-3c5eab112b034310aa41473302e4cd6b
Source dataset
uspto-grants-2009_06
Patent number
US07550453B2

Reaction notes

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