2,1,3-Benzothiadiazole-4-carbaldehyde → (S)-N-(benzo[c][1,2,5]thiadiazol-4-ylmethyl)-1,1-diethoxypropan-2-amine

HRID 1254491

Reaction equation

HRID 1254491 reaction equation
[CH2:1]([O:3][CH:4]([O:8][CH2:9][CH3:10])[C@@H:5]([NH2:7])[CH3:6])[CH3:2].[N:11]1[S:12][N:13]=[C:14]2[C:19]([CH:20]=O)=[CH:18][CH:17]=[CH:16][C:15]=12>>[N:11]1[S:12][N:13]=[C:14]2[C:19]([CH2:20][NH:7][C@@H:5]([CH3:6])[CH:4]([O:8][CH2:9][CH3:10])[O:3][CH2:1][CH3:2])=[CH:18][CH:17]=[CH:16][C:15]=12

Participants

3

Reactant 2

HCID 27762832,1,3-Benzothiadiazole-4-carbaldehydeHCID 12398111(2S)-1,1-Diethoxy-2-propanamine

Product 1

HCID 67088326(S)-N-(benzo[c][1,2,5]thiadiazol-4-ylmethyl)-1,1-diethoxypropan-2-amineYield 95%

Procedure

According to the procedure described in the synthesis method of Compound IX-2, (S)-1,1-diethoxypropan-2-amine (Compound XIX-1) 883 mg (6.0 mmol) was reacted with benzo[c][1,2,5]thiadiazole-4-carbaldehyde 837 mg (5.1 mmol) to obtain the title compound 1.41 g (95%).

Sources & evidence

ORD record
ord-2e04971afe5147928074640eb9b40a66
Source dataset
uspto-grants-2013_06
Patent number
US08455488B2

Linked notes

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