1,3-Propanediamine → N-methyl-N'-[2-(2-(3-isothiazolyl)ethyl)aminoethyl]thiourea

Reaction equation

Br[CH2:2][C:3]1[CH:7]=[CH:6][S:5][N:4]=1.[NH2:8][CH2:9]CCN.[CH3:13][NH:14][C:15]([NH:17][CH2:18][CH2:19]CNCC1C=CSN=1)=[S:16]>>[CH3:13][NH:14][C:15]([NH:17][CH2:18][CH2:19][NH:8][CH2:9][CH2:2][C:3]1[CH:7]=[CH:6][S:5][N:4]=1)=[S:16]

Participants

Reactant 3

HCID 4281,3-Propanediamine

HCID 130375983-(bromomethyl)Isothiazole

HCID 20557673N-methyl-N'-[3-(3-isothiazolylmethylamino)propyl]thiourea

Product 1

HCID 20557666N-methyl-N'-[2-(2-(3-isothiazolyl)ethyl)aminoethyl]thiourea

Procedure

In addition, using the procedure of Example 40(a), 3-bromomethylisothiazole and 1,3-diaminopropane as the starting materials, the product is N-methyl-N'-[3-(3-isothiazolylmethylamino)propyl]thiourea.

Sources & evidence

ORD record: ord-cb35e3f3857c42fb860063bea1404f7d
Source dataset: uspto-grants-1980_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04230865

Reaction notes

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