Methylamine → HCID 70544112, compound

HRID 1703593Notes

Reaction equation

HRID 1703593 reaction equation
CC1[N:3]=[C:4](S)OC=1.BrCCCC1C=CC=C2C(NC(=O)C=12)=O.[CH3:23][C:24]1[N:25]=[C:26]([S:29][CH2:30][CH2:31][CH2:32][N:33]2[C:37](=O)[C:36]3=CC=CC=C3C2=O)[O:27][CH:28]=1.C1(=O)NC(=O)C2=CC=CC=C12.NN.[N+:57](C=C(SC)SC)([O-:59])=[O:58].CN>>[N+:57]([CH:36]=[C:37]([NH:3][CH3:4])[NH:33][CH2:32][CH2:31][CH2:30][S:29][C:26]1[O:27][CH:28]=[C:24]([CH3:23])[N:25]=1)([O-:59])=[O:58]

Participants

8

Reactant 7

HCID 6329MethylamineHCID 6809PhthalimideHCID 9321HydrazineHCID 836231,1-Bis(methylthio)-2-nitroethyleneHCID 12923416HCID 12923416, compoundHCID 21958088Bromopropylphthalimide2×HCID 178431727HCID 178431727, compound

Product 1

HCID 70544112HCID 70544112, compound

Procedure

The reaction of 4-methyloxazole-2-thiol (5.8 g) with 3-bromopropylphthalimide (13.4 g) using the conditions described in Example 19 afforded 4-methyl-2-(3-phthalimidopropylthio)oxazole (14 g), m.p. 92°-93° (ethanol-ether). (ii) Treatment of the phthalimide compound (3.0 g) with hydrazine (1.53 g) followed by reaction of the product directly with 1-nitro-2,2-bis-methylthioethylene (2.2g) and then with methylamine under the conditions described in Example 8 afforded the title product.

Sources & evidence

ORD record
ord-5cece16ac16948ccadac82f9087bc778
Source dataset
uspto-grants-1978_11
Patent number
US04124717

Reaction notes

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