N-Methylbenzothiazol-2-amine → 3-Methyl-1,3-benzothiazol-2(3H)-imine

HRID 1414107

Reaction equation

COC1C=CC(NC(N)=S)=CC=1.C1(NC(NC)=S)C=CC=CC=1.[C:24]1([N:30]([CH3:34])[C:31]([NH2:33])=[S:32])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.CNC1SC2C=CC=CC=2N=1>>[CH3:34][N:30]1[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[S:32][C:31]1=[NH:33]

Participants

Reactant 4

HCID 28160N-Methylbenzothiazol-2-amine

HCID 6675494-Thioureidoanisole

HCID 6982941-Methyl-3-phenylthiourea

HCID 7236311-Methyl-1-phenylthiourea

Product 1

HCID 846423-Methyl-1,3-benzothiazol-2(3H)-imine

Procedure

When using, instead of 4-methoxyphenyl-thiourea of Examples 89 and 90, equivalent amounts of N-phenyl-N'-methyl-thiourea or N-phenyl-N-methyl-thiourea, the other conditions remaining the same, 2-methylamino-benzthiazole (m.p. 137° C.) or 3-methyl-2-imino-benzthiazoline (m.p. 122°) is obtained in an equally good yield and in a high purity.

Sources & evidence

ORD record: ord-d2fea834efa7435185c3ef5a025ed5be
Source dataset: uspto-grants-1981_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04252963

Linked notes

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